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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-12 23:40:55 UTC

Update Date

2022-03-07 02:49:19 UTC

HMDB ID

HMDB0003555

Secondary Accession Numbers

HMDB0003596
HMDB0015157
HMDB03555
HMDB03596
HMDB15157

Metabolite Identification

Common Name

Vitamin K1

Description

Vitamin K1, also known as phylloquinone or phytonadione, is a polycyclic aromatic ketone, based on 1,4-naphthoquinone, with 2-methyl and 3-phytyl substituents. Vitamin K is a family of phylloquinones that contain a ring of 2-methyl-1,4-naphthoquinone and an isoprenoid side chain. Several forms of vitamin K have been identified: vitamin K1 derived from plants, vitamin K2 (menaquinone) from bacteria and synthetic naphthoquinone provitamins, and vitamin K3 (menadione). Vitamin K1 has only one double bond on the proximal isoprene unit. Vitamin K1 possesses the same type and degree of activity as does naturally-occurring vitamin K, which is necessary for the production via the liver of active prothrombin (factor II), proconvertin (factor VII), plasma thromboplastin component (factor IX), and Stuart factor (factor X). Rich sources of vitamin K1 include green plants, algae, and photosynthetic bacteria. Vitamin K1 has antihemorrhagic and prothrombogenic activity. Vitamin K1 is a fat-soluble vitamin that is stable to air and moisture but decomposes in sunlight. Vitamin K1 is an antidote for coumatetralyl.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652304022019503D          

 33 34  0  0  0  0            999 V2000
   10.4273   -0.3037   -2.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9001   -0.7819   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7970    1.6347    1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    1.5306    2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6954   -0.8752    1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9399   -0.7458   -2.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9864   -0.3129   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8039    0.3466    0.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0043    0.2528   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2354    0.0962    1.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679    0.0488    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0714   -0.1294   -1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9391   -0.3732    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4371   -0.3068    0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515   -0.3706    1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172   -0.5125    1.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229   -0.4810   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9084   -0.6545   -1.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5250    0.6564    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3615    0.4677   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6277    0.6973    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4814    0.1147   -1.1716 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7194    0.1391    1.4298 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8100    0.0453    1.8937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3714   -0.2861    0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0572   -0.3479   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8856    0.2771   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6156   -0.3509   -1.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4350    0.3072    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4421   -0.6777   -1.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0820    0.6221    0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6188   -1.2861   -2.9489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9507    1.2355    1.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 22  1  0  0  0  0
 23  3  1  6  0  0  0
 24  4  1  6  0  0  0
  5 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7  8  2  0  0  0  0
  7 18  1  0  0  0  0
  8 19  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 22  1  0  0  0  0
 13 23  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
 16 24  1  0  0  0  0
 17 25  1  0  0  0  0
 18 28  2  0  0  0  0
 19 29  2  0  0  0  0
 20 21  1  0  0  0  0
 20 25  2  0  0  0  0
 21 27  1  0  0  0  0
 26 27  2  0  0  0  0
 26 30  1  0  0  0  0
 27 31  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  2  0  0  0  0
 31 33  2  0  0  0  0
M  END

HMDB0003555
     RDKit          3D
Vitamin K1
 79 80  0  0  0  0  0  0  0  0999 V2000
   -5.8911   -1.7382    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9019   -0.6392    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6202    0.5847   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3422    1.1061   -0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2088    0.2368   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0670    0.4771   -0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    1.6595    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766   -0.4277   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532    0.4090   -0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5326   -0.3067   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0764   -0.9386    0.1457 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3625    0.0054    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1534   -1.9081   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -1.4485   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -0.3890   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3536    0.0845   -0.8142 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0754    0.6593   -2.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901   -0.9960   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8723   -1.5341    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5776   -0.6528    1.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8863   -0.0784    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3853    0.7908    2.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8828    0.8343   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7293    1.5723   -0.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5115    2.7663   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0489    1.2438    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0672    2.1768    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3137    1.8113    0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5848    0.5201    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5918   -0.4311    1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3281   -0.0481    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2528   -1.0130    0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4982   -2.2117    0.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2941   -2.5912    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8285   -2.1094   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9461   -1.4834    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    1.6298   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    2.0150   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -0.6156   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8824    1.5462    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1875    2.6215    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244    1.7430    1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7141   -0.8778    0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662   -1.2399   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6516    1.3016   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    0.8223   -1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514   -1.1262   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.3921   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -1.5736    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2463   -0.2433    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206    0.0237    2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684    1.0759    0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359   -2.8054   -0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -2.3792    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -1.2236   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601   -2.3481   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738    0.5215   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3490   -0.7400    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7525    0.8921   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0155    1.0054   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -0.0822   -2.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327    1.5527   -2.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2321   -0.6018   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0124   -1.8574   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094   -2.3634    0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0652   -2.0760    0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9441    0.1884    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7505   -1.2725    2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6978   -0.8467    0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    0.1921    3.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2744    1.3596    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    1.5167    2.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6593    1.6561   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9732    1.3851   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3261    0.3284   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8424    3.1871    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1244    2.5529    0.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5543    0.2332    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7206   -1.4625    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32  2  1  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  1
 12 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  1
 17 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  0
 22 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 23 74  1  0
 23 75  1  0
 27 76  1  0
 28 77  1  0
 29 78  1  0
 30 79  1  0
M  END


  Mrv1652304022019503D          

 33 34  0  0  0  0            999 V2000
   10.4273   -0.3037   -2.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9001   -0.7819   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7970    1.6347    1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    1.5306    2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6954   -0.8752    1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9399   -0.7458   -2.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9864   -0.3129   -0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8039    0.3466    0.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0043    0.2528   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2354    0.0962    1.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679    0.0488    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0714   -0.1294   -1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9391   -0.3732    0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4371   -0.3068    0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515   -0.3706    1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172   -0.5125    1.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229   -0.4810   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9084   -0.6545   -1.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5250    0.6564    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3615    0.4677   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6277    0.6973    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4814    0.1147   -1.1716 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7194    0.1391    1.4298 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8100    0.0453    1.8937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3714   -0.2861    0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0572   -0.3479   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8856    0.2771   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6156   -0.3509   -1.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4350    0.3072    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4421   -0.6777   -1.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0820    0.6221    0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6188   -1.2861   -2.9489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9507    1.2355    1.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 22  1  0  0  0  0
 23  3  1  6  0  0  0
 24  4  1  6  0  0  0
  5 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7  8  2  0  0  0  0
  7 18  1  0  0  0  0
  8 19  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 22  1  0  0  0  0
 13 23  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
 16 24  1  0  0  0  0
 17 25  1  0  0  0  0
 18 28  2  0  0  0  0
 19 29  2  0  0  0  0
 20 21  1  0  0  0  0
 20 25  2  0  0  0  0
 21 27  1  0  0  0  0
 26 27  2  0  0  0  0
 26 30  1  0  0  0  0
 27 31  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  2  0  0  0  0
 31 33  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003555

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1

> <INCHI_KEY>
MBWXNTAXLNYFJB-NKFFZRIASA-N

> <FORMULA>
C31H46O2

> <MOLECULAR_WEIGHT>
450.6957

> <EXACT_MASS>
450.349780716

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
55.916546009747535

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl-3-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione

> <ALOGPS_LOGP>
8.48

> <JCHEM_LOGP>
9.696445808333333

> <ALOGPS_LOGS>
-6.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.224343412034619

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
142.9568

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.92e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vitamin K

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003555
     RDKit          3D
Vitamin K1
 79 80  0  0  0  0  0  0  0  0999 V2000
   -5.8911   -1.7382    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9019   -0.6392    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6202    0.5847   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3422    1.1061   -0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2088    0.2368   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0670    0.4771   -0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    1.6595    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766   -0.4277   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532    0.4090   -0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5326   -0.3067   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0764   -0.9386    0.1457 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3625    0.0054    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1534   -1.9081   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -1.4485   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -0.3890   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3536    0.0845   -0.8142 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0754    0.6593   -2.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901   -0.9960   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8723   -1.5341    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5776   -0.6528    1.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8863   -0.0784    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3853    0.7908    2.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8828    0.8343   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7293    1.5723   -0.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5115    2.7663   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0489    1.2438    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0672    2.1768    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3137    1.8113    0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5848    0.5201    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5918   -0.4311    1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3281   -0.0481    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2528   -1.0130    0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4982   -2.2117    0.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2941   -2.5912    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8285   -2.1094   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9461   -1.4834    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    1.6298   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    2.0150   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -0.6156   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8824    1.5462    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1875    2.6215    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244    1.7430    1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7141   -0.8778    0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662   -1.2399   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6516    1.3016   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    0.8223   -1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514   -1.1262   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.3921   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -1.5736    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2463   -0.2433    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206    0.0237    2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684    1.0759    0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359   -2.8054   -0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -2.3792    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -1.2236   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601   -2.3481   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738    0.5215   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3490   -0.7400    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7525    0.8921   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0155    1.0054   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -0.0822   -2.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327    1.5527   -2.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2321   -0.6018   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0124   -1.8574   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094   -2.3634    0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0652   -2.0760    0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9441    0.1884    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7505   -1.2725    2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6978   -0.8467    0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    0.1921    3.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2744    1.3596    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    1.5167    2.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6593    1.6561   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9732    1.3851   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3261    0.3284   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8424    3.1871    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1244    2.5529    0.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5543    0.2332    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7206   -1.4625    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32  2  1  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  1
 12 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  1
 17 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  0
 22 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 23 74  1  0
 23 75  1  0
 27 76  1  0
 28 77  1  0
 29 78  1  0
 30 79  1  0
M  END

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0      10.427  -0.304  -2.328  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.900  -0.782  -0.010  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.797   1.635   1.599  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.783   1.531   2.049  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.695  -0.875   1.513  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.940  -0.746  -2.346  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.986  -0.313  -0.649  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.804   0.347   0.545  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.004   0.253  -0.668  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.235   0.096   1.672  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.868   0.049   0.049  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.071  -0.129  -1.592  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.939  -0.373   0.665  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.437  -0.307   0.815  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.952  -0.371   1.021  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.517  -0.513   1.376  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.123  -0.481  -0.560  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.908  -0.655  -1.441  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.525   0.656   0.930  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.362   0.468  -0.345  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.628   0.697   0.279  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.481   0.115  -1.172  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.719   0.139   1.430  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.810   0.045   1.894  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.371  -0.286   0.196  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.057  -0.348  -1.442  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.886   0.277  -0.310  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.616  -0.351  -1.070  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.435   0.307   0.122  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.442  -0.678  -1.848  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.082   0.622   0.505  0.00  0.00           C+0
HETATM   32  O   UNK     0      -8.619  -1.286  -2.949  0.00  0.00           O+0
HETATM   33  O   UNK     0      -7.951   1.236   1.622  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6   26                                                            
CONECT    7    8   18                                                       
CONECT    8    7   19                                                       
CONECT    9   12   13                                                       
CONECT   10   14   15                                                       
CONECT   11   16   17                                                       
CONECT   12    9   22                                                       
CONECT   13    9   23                                                       
CONECT   14   10   23                                                       
CONECT   15   10   24                                                       
CONECT   16   11   24                                                       
CONECT   17   11   25                                                       
CONECT   18    7   28                                                       
CONECT   19    8   29                                                       
CONECT   20   21   25                                                       
CONECT   21   20   27                                                       
CONECT   22    1    2   12                                                  
CONECT   23    3   13   14                                                  
CONECT   24    4   15   16                                                  
CONECT   25    5   17   20                                                  
CONECT   26    6   27   30                                                  
CONECT   27   21   26   31                                                  
CONECT   28   18   29   30                                                  
CONECT   29   19   28   31                                                  
CONECT   30   26   28   32                                                  
CONECT   31   27   29   33                                                  
CONECT   32   30                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

COMPND    HMDB0003555
HETATM    1  C1  UNL     1      -5.891  -1.738   0.039  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.902  -0.639   0.095  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.620   0.585  -0.262  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.342   1.106  -0.759  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.209   0.237  -0.912  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.067   0.477  -0.223  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.068   1.660   0.672  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.877  -0.428  -0.377  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.753   0.409  -0.886  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.533  -0.307  -1.110  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.076  -0.939   0.146  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.362   0.005   1.259  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.153  -1.908  -0.133  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.370  -1.448  -0.837  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.099  -0.389  -0.104  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.354   0.084  -0.814  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.075   0.659  -2.180  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.390  -0.996  -0.933  1.00  0.00           C  
HETATM   19  C19 UNL     1       6.872  -1.534   0.355  1.00  0.00           C  
HETATM   20  C20 UNL     1       7.578  -0.653   1.298  1.00  0.00           C  
HETATM   21  C21 UNL     1       8.886  -0.078   0.930  1.00  0.00           C  
HETATM   22  C22 UNL     1       9.385   0.791   2.113  1.00  0.00           C  
HETATM   23  C23 UNL     1       8.883   0.834  -0.252  1.00  0.00           C  
HETATM   24  C24 UNL     1      -7.729   1.572  -0.154  1.00  0.00           C  
HETATM   25  O1  UNL     1      -7.511   2.766  -0.485  1.00  0.00           O  
HETATM   26  C25 UNL     1      -9.049   1.244   0.310  1.00  0.00           C  
HETATM   27  C26 UNL     1     -10.067   2.177   0.403  1.00  0.00           C  
HETATM   28  C27 UNL     1     -11.314   1.811   0.853  1.00  0.00           C  
HETATM   29  C28 UNL     1     -11.585   0.520   1.222  1.00  0.00           C  
HETATM   30  C29 UNL     1     -10.592  -0.431   1.140  1.00  0.00           C  
HETATM   31  C30 UNL     1      -9.328  -0.048   0.681  1.00  0.00           C  
HETATM   32  C31 UNL     1      -8.253  -1.013   0.578  1.00  0.00           C  
HETATM   33  O2  UNL     1      -8.498  -2.212   0.918  1.00  0.00           O  
HETATM   34  H1  UNL     1      -6.294  -2.591   0.653  1.00  0.00           H  
HETATM   35  H2  UNL     1      -5.828  -2.109  -0.982  1.00  0.00           H  
HETATM   36  H3  UNL     1      -4.946  -1.483   0.541  1.00  0.00           H  
HETATM   37  H4  UNL     1      -5.579   1.630  -1.751  1.00  0.00           H  
HETATM   38  H5  UNL     1      -5.109   2.015  -0.105  1.00  0.00           H  
HETATM   39  H6  UNL     1      -4.196  -0.616  -1.574  1.00  0.00           H  
HETATM   40  H7  UNL     1      -3.882   1.546   1.442  1.00  0.00           H  
HETATM   41  H8  UNL     1      -3.188   2.622   0.132  1.00  0.00           H  
HETATM   42  H9  UNL     1      -2.124   1.743   1.255  1.00  0.00           H  
HETATM   43  H10 UNL     1      -1.714  -0.878   0.608  1.00  0.00           H  
HETATM   44  H11 UNL     1      -2.166  -1.240  -1.066  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.652   1.302  -0.229  1.00  0.00           H  
HETATM   46  H13 UNL     1      -1.078   0.822  -1.880  1.00  0.00           H  
HETATM   47  H14 UNL     1       0.351  -1.126  -1.830  1.00  0.00           H  
HETATM   48  H15 UNL     1       1.242   0.392  -1.581  1.00  0.00           H  
HETATM   49  H16 UNL     1       0.196  -1.574   0.520  1.00  0.00           H  
HETATM   50  H17 UNL     1       2.246  -0.243   1.879  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.521   0.024   2.027  1.00  0.00           H  
HETATM   52  H19 UNL     1       1.368   1.076   0.899  1.00  0.00           H  
HETATM   53  H20 UNL     1       1.736  -2.805  -0.688  1.00  0.00           H  
HETATM   54  H21 UNL     1       2.500  -2.379   0.839  1.00  0.00           H  
HETATM   55  H22 UNL     1       3.212  -1.224  -1.917  1.00  0.00           H  
HETATM   56  H23 UNL     1       4.060  -2.348  -0.865  1.00  0.00           H  
HETATM   57  H24 UNL     1       3.474   0.522  -0.007  1.00  0.00           H  
HETATM   58  H25 UNL     1       4.349  -0.740   0.899  1.00  0.00           H  
HETATM   59  H26 UNL     1       5.752   0.892  -0.180  1.00  0.00           H  
HETATM   60  H27 UNL     1       4.016   1.005  -2.170  1.00  0.00           H  
HETATM   61  H28 UNL     1       5.264  -0.082  -2.980  1.00  0.00           H  
HETATM   62  H29 UNL     1       5.733   1.553  -2.355  1.00  0.00           H  
HETATM   63  H30 UNL     1       7.232  -0.602  -1.521  1.00  0.00           H  
HETATM   64  H31 UNL     1       6.012  -1.857  -1.553  1.00  0.00           H  
HETATM   65  H32 UNL     1       7.609  -2.363   0.086  1.00  0.00           H  
HETATM   66  H33 UNL     1       6.065  -2.076   0.921  1.00  0.00           H  
HETATM   67  H34 UNL     1       6.944   0.188   1.687  1.00  0.00           H  
HETATM   68  H35 UNL     1       7.750  -1.272   2.239  1.00  0.00           H  
HETATM   69  H36 UNL     1       9.698  -0.847   0.834  1.00  0.00           H  
HETATM   70  H37 UNL     1       9.509   0.192   3.015  1.00  0.00           H  
HETATM   71  H38 UNL     1      10.274   1.360   1.798  1.00  0.00           H  
HETATM   72  H39 UNL     1       8.563   1.517   2.282  1.00  0.00           H  
HETATM   73  H40 UNL     1       9.659   1.656  -0.052  1.00  0.00           H  
HETATM   74  H41 UNL     1       7.973   1.385  -0.446  1.00  0.00           H  
HETATM   75  H42 UNL     1       9.326   0.328  -1.161  1.00  0.00           H  
HETATM   76  H43 UNL     1      -9.842   3.187   0.111  1.00  0.00           H  
HETATM   77  H44 UNL     1     -12.124   2.553   0.927  1.00  0.00           H  
HETATM   78  H45 UNL     1     -12.554   0.233   1.573  1.00  0.00           H  
HETATM   79  H46 UNL     1     -10.721  -1.463   1.409  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3   32
CONECT    3    4   24
CONECT    4    5   37   38
CONECT    5    6    6   39
CONECT    6    7    8
CONECT    7   40   41   42
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   13   49
CONECT   12   50   51   52
CONECT   13   14   53   54
CONECT   14   15   55   56
CONECT   15   16   57   58
CONECT   16   17   18   59
CONECT   17   60   61   62
CONECT   18   19   63   64
CONECT   19   20   65   66
CONECT   20   21   67   68
CONECT   21   22   23   69
CONECT   22   70   71   72
CONECT   23   73   74   75
CONECT   24   25   25   26
CONECT   26   27   27   31
CONECT   27   28   76
CONECT   28   29   29   77
CONECT   29   30   78
CONECT   30   31   31   79
CONECT   31   32
CONECT   32   33   33
END

HMDB0003555
     RDKit          3D
Vitamin K1
 79 80  0  0  0  0  0  0  0  0999 V2000
   -5.8911   -1.7382    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9019   -0.6392    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6202    0.5847   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3422    1.1061   -0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2088    0.2368   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0670    0.4771   -0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683    1.6595    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766   -0.4277   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532    0.4090   -0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5326   -0.3067   -1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0764   -0.9386    0.1457 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3625    0.0054    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1534   -1.9081   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -1.4485   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -0.3890   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3536    0.0845   -0.8142 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0754    0.6593   -2.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901   -0.9960   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8723   -1.5341    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5776   -0.6528    1.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8863   -0.0784    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3853    0.7908    2.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8828    0.8343   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7293    1.5723   -0.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5115    2.7663   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0489    1.2438    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0672    2.1768    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3137    1.8113    0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5848    0.5201    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5918   -0.4311    1.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3281   -0.0481    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2528   -1.0130    0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4982   -2.2117    0.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2941   -2.5912    0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8285   -2.1094   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9461   -1.4834    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    1.6298   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    2.0150   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -0.6156   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8824    1.5462    1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1875    2.6215    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244    1.7430    1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7141   -0.8778    0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662   -1.2399   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6516    1.3016   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    0.8223   -1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514   -1.1262   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.3921   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -1.5736    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2463   -0.2433    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206    0.0237    2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684    1.0759    0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359   -2.8054   -0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -2.3792    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -1.2236   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601   -2.3481   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738    0.5215   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3490   -0.7400    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7525    0.8921   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0155    1.0054   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -0.0822   -2.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327    1.5527   -2.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2321   -0.6018   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0124   -1.8574   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094   -2.3634    0.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0652   -2.0760    0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9441    0.1884    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7505   -1.2725    2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6978   -0.8467    0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    0.1921    3.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2744    1.3596    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    1.5167    2.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6593    1.6561   -0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9732    1.3851   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3261    0.3284   -1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8424    3.1871    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1244    2.5529    0.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5543    0.2332    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7206   -1.4625    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  3 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 32  2  1  0
 31 26  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  1
 12 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  1
 17 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  0
 22 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 23 74  1  0
 23 75  1  0
 27 76  1  0
 28 77  1  0
 29 78  1  0
 30 79  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione	ChEBI
2-Methyl-3-[(2E)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone	ChEBI
2-Methyl-3-phytyl-1,4-naphthochinon	ChEBI
2-Methyl-3-phytyl-1,4-naphthoquinone	ChEBI
3-Phytylmenadione	ChEBI
alpha-Phylloquinone	ChEBI
Fitomenadiona	ChEBI
Phyllochinon	ChEBI
Phyllochinonum	ChEBI
Phytomenadione	ChEBI
Phytomenadionum	ChEBI
Phytonadione	ChEBI
Phytonadionum	ChEBI
Phytylmenadione	ChEBI
trans-Phylloquinone	ChEBI
a-Phylloquinone	Generator
Α-phylloquinone	Generator
Vitamin K hydroquinone (phylloquinone)	HMDB
Phyllohydroquinone	HMDB
Phylloquinone	HMDB
Aquamephyton	HMDB
Konakion	HMDB
Vitamin K 1	HMDB
2',3'-trans-Vitamin K1	HMDB
2’,3’-trans-vitamin K1	HMDB
Vitamin K1	ChEBI

Chemical Formula

C₃₁H₄₆O₂

Average Molecular Weight

450.6957

Monoisotopic Molecular Weight

450.349780716

IUPAC Name

2-methyl-3-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione

Traditional Name

vitamin K

CAS Registry Number

84-80-0

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=C(C=CC=C2)C1=O

InChI Identifier

InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1

InChI Key

MBWXNTAXLNYFJB-NKFFZRIASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vitamin k compounds. These are quinone lipids containing a methylated naphthoquinone ring structure, and vary in the aliphatic side chain attached at the 3-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Vitamin K compounds

Alternative Parents

Substituents

Diterpenoid
Naphthoquinone
Naphthalene
Aryl ketone
Quinone
Benzenoid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

phylloquinones (CHEBI:18067 )
Vitamin K (LMPR02030028 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	210.938	30932474
[M+H]+	MetCCS_train_pos	216.132	30932474
[M-H]-	Not Available	210.938	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000270
[M+H]+	Not Available	219.997	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001220
[M+H]+	Not Available	216.819	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000270

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.9e-05 g/L	ALOGPS
logP	8.48	ALOGPS
logP	9.7	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	142.96 m³·mol⁻¹	ChemAxon
Polarizability	55.92 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	217.979	30932474
DeepCCS	[M-H]-	215.583	30932474
DeepCCS	[M-2H]-	248.466	30932474
DeepCCS	[M+Na]+	223.892	30932474
AllCCS	[M+H]+	221.1	32859911
AllCCS	[M+H-H2O]+	219.1	32859911
AllCCS	[M+NH4]+	222.9	32859911
AllCCS	[M+Na]+	223.4	32859911
AllCCS	[M-H]-	216.9	32859911
AllCCS	[M+Na-2H]-	219.8	32859911
AllCCS	[M+HCOO]-	223.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vitamin K1	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=C(C=CC=C2)C1=O	4253.4	Standard polar	33892256
Vitamin K1	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=C(C=CC=C2)C1=O	3339.7	Standard non polar	33892256
Vitamin K1	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=C(C=CC=C2)C1=O	3414.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-002r-2930000000-2b32596edebbe7e02cf7	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (1 TMS)	splash10-0002-1290000000-fa752c2db990f115c3c6	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (2 TMS)	splash10-0002-8269080000-4bdc9b3a41d7d08b7265	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (2 TMS)	splash10-0002-7379080000-ba90762b738ee84b3151	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (2 TMS)	splash10-014i-6749020000-c4e58ef0e538e224dad4	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (2 TMS)	splash10-0g4i-3149020000-ad93d4a26002eefa74ce	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (2 TMS)	splash10-00xr-5397040000-221a2f93d46494325e33	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 EI-B (Non-derivatized)	splash10-0udl-9740400000-e47d11ed7b15a667d611	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 EI-B (Non-derivatized)	splash10-0udi-2540900000-d08585615fbc2418786a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-002r-2930000000-2b32596edebbe7e02cf7	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-0002-1290000000-fa752c2db990f115c3c6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-0002-8269080000-4bdc9b3a41d7d08b7265	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-0002-7379080000-ba90762b738ee84b3151	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-014i-6749020000-c4e58ef0e538e224dad4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-0g4i-3149020000-ad93d4a26002eefa74ce	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-00xr-5397040000-221a2f93d46494325e33	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-002r-2930000000-2b32596edebbe7e02cf7	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-0002-1290000000-fa752c2db990f115c3c6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-0002-8269080000-4bdc9b3a41d7d08b7265	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-0002-7379080000-ba90762b738ee84b3151	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-014i-6749020000-c4e58ef0e538e224dad4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-0g4i-3149020000-ad93d4a26002eefa74ce	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized)	splash10-00xr-5397040000-221a2f93d46494325e33	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-6895400000-254b168b019b1fc92c97	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitamin K1 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 10V, Positive-QTOF	splash10-0udi-0121900000-22d50aa41f7e3fa9b9da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 20V, Positive-QTOF	splash10-0apr-1679100000-60b28d715716b428496d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 40V, Positive-QTOF	splash10-0a4j-6592000000-1898f88b8876c5be2ea3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 10V, Negative-QTOF	splash10-0002-0000900000-20c987b9d7c887aaedea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 20V, Negative-QTOF	splash10-0002-0101900000-ad51a9cf10696cc2c1cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 40V, Negative-QTOF	splash10-0089-2924500000-7863f3ba8e25eb26d7e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 10V, Negative-QTOF	splash10-0002-0000900000-0fa21005c8f318085862	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 20V, Negative-QTOF	splash10-0012-0900600000-ba5a0890b8d52557000e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 40V, Negative-QTOF	splash10-0002-0926300000-dced2a77b9eada02b080	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 10V, Positive-QTOF	splash10-0udi-0115900000-6948ca06bb1f0c8c7dde	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 20V, Positive-QTOF	splash10-0a4u-8519100000-8bd276b091dba2c8054b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitamin K1 40V, Positive-QTOF	splash10-000b-4901000000-1d7702921da0754927fe	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Liver

Pathways

Name	SMPDB/PathBank	KEGG
Vitamin K Metabolism		Not Available
Acenocoumarol Action Pathway		Not Available
Coagulation		Not Available
Enoxaparin Action Pathway		Not Available
Fondaparinux Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00049 (0.00009-0.0022) uM	Adolescent (13-18 years old)	Both	Normal	7657478	details
Blood	Detected and Quantified	0.0011 +/- 0.0042 uM	Adult (>18 years old)	Female	Normal	15340366	details
Blood	Detected and Quantified	0.000540 +/- 0.000560 uM	Adult (>18 years old)	Both	Normal	12067432	details
Blood	Detected and Quantified	0.000560 +/- 0.000580 uM	Adult (>18 years old)	Female	Normal	12067432	details
Blood	Detected and Quantified	0.000500 +/- 0.000520 uM	Adult (>18 years old)	Male	Normal	12067432	details
Blood	Detected and Quantified	0.00164 +/- 0.00215 uM	Adult (>18 years old)	Both	Normal	17181887	details
Blood	Detected and Quantified	0.00102 uM	Adult (>18 years old)	Female	Normal	9109609	details
Blood	Detected and Quantified	0.00147 uM	Adult (>18 years old)	Female	Normal	9109609	details
Blood	Detected and Quantified	0.00150 +/- 0.00219 uM	Adult (>18 years old)	Female	Normal	17181887	details
Blood	Detected and Quantified	0.00106 uM	Adult (>18 years old)	Male	Normal	9109609	details
Blood	Detected and Quantified	0.00143 uM	Adult (>18 years old)	Male	Normal	9109609	details
Blood	Detected and Quantified	0.00180 +/- 0.00209 uM	Adult (>18 years old)	Male	Normal	17181887	details
Blood	Detected and Quantified	0.0058 (0.0020-0.017) uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01022

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phytonadione

METLIN ID

7027

PubChem Compound

5284607

PDB ID

Not Available

ChEBI ID

18067

Food Biomarker Ontology

Not Available

VMH ID

PHYQ

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Araki, Shin; Murasawa, Hisashi; Tamura, Masanori. Manufacture of vitamin K with Bacillus natto and liquid media for it. Jpn. Kokai Tokkyo Koho (2002), 5 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Hirauchi K, Sakano T, Nagaoka T, Morimoto A: Simultaneous determination of vitamin K1, vitamin K1 2,3-epoxide and menaquinone-4 in human plasma by high-performance liquid chromatography with fluorimetric detection. J Chromatogr. 1988 Aug 19;430(1):21-9. [PubMed:2851012 ]
Shearer MJ, Mallinson CN, Webster GR, Barkhan P: Absorption of tritiated vitamin K1 in patients with fat malabsorption. Gut. 1970 Dec;11(12):1063-4. [PubMed:5511811 ]
Huang Y, Zhang C, Zhang X, Zhang Z: Chemiluminescence analysis of menadione sodium bisulfite and analgin in pharmaceutical preparations and biological fluids. J Pharm Biomed Anal. 1999 Dec;21(4):817-25. [PubMed:10701947 ]
Begley GS, Furie BC, Czerwiec E, Taylor KL, Furie GL, Bronstein L, Stenflo J, Furie B: A conserved motif within the vitamin K-dependent carboxylase gene is widely distributed across animal phyla. J Biol Chem. 2000 Nov 17;275(46):36245-9. [PubMed:10893417 ]
de Moerloose P, Boehlen F: [Haemostasis. A search for an ideal antithrombotics agent]. Rev Med Suisse. 2005 Jan 5;1(1):35-8. [PubMed:15773196 ]
Gover PA, Ingram GI, Cork MS, Holland L, Hopkins RP, Callaghan P, Barkhan P, Shearer MJ: Bleeding from self-administration of phenindione: a detailed case study. Br J Haematol. 1976 Aug;33(4):551-64. [PubMed:1009028 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. NAD(P)H dehydrogenase [quinone] 1

General function:: Involved in electron carrier activity
Specific function:: The enzyme apparently serves as a quinone reductase in connection with conjugation reactions of hydroquinons involved in detoxification pathways as well as in biosynthetic processes such as the vitamin K-dependent gamma-carboxylation of glutamate residues in prothrombin synthesis.
Gene Name:: NQO1
Uniprot ID:: P15559
Molecular weight:: 30867.405

Reactions

Vitamin K1 + NADH + Hydrogen Ion → Phylloquinol + NAD	details

Enzyme Details

2. Vitamin K-dependent gamma-carboxylase

General function:: Involved in gamma-glutamyl carboxylase activity
Specific function:: Mediates the vitamin K-dependent carboxylation of glutamate residues to calcium-binding gamma-carboxyglutamate (Gla) residues with the concomitant conversion of the reduced hydroquinone form of vitamin K to vitamin K epoxide.
Gene Name:: GGCX
Uniprot ID:: P38435
Molecular weight:: 87560.065

References

Morris DP, Soute BA, Vermeer C, Stafford DW: Characterization of the purified vitamin K-dependent gamma-glutamyl carboxylase. J Biol Chem. 1993 Apr 25;268(12):8735-42. [PubMed:8473318 ]
Tuan RS: Vitamin K-dependent gamma-glutamyl carboxylase activity in the chick embryonic chorioallantoic membrane. J Biol Chem. 1979 Feb 25;254(4):1356-64. [PubMed:105006 ]
Reedstrom CK, Suttie JW: Comparative distribution, metabolism, and utilization of phylloquinone and menaquinone-9 in rat liver. Proc Soc Exp Biol Med. 1995 Sep;209(4):403-9. [PubMed:7638250 ]
Tasatargil A, Cadir B, Dalaklioglu S, Yurdakonar E, Caglar S, Turkay C: Effects of vitamin K1 supplementation on vascular responsiveness and oxidative stress in a rat femoral osteotomy model. Cell Biochem Funct. 2007 Sep-Oct;25(5):485-90. [PubMed:16929463 ]
Olson RE: The function and metabolism of vitamin K. Annu Rev Nutr. 1984;4:281-337. [PubMed:6380538 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. Osteocalcin

General function:: Involved in regulation of bone mineralization
Specific function:: Constitutes 1-2% of the total bone protein. It binds strongly to apatite and calcium
Gene Name:: BGLAP
Uniprot ID:: P02818
Molecular weight:: 10962.4

References

Sato Y, Tsuru T, Oizumi K, Kaji M: Vitamin K deficiency and osteopenia in disuse-affected limbs of vitamin D-deficient elderly stroke patients. Am J Phys Med Rehabil. 1999 Jul-Aug;78(4):317-22. [PubMed:10418836 ]
Schurgers LJ, Dissel PE, Spronk HM, Soute BA, Dhore CR, Cleutjens JP, Vermeer C: Role of vitamin K and vitamin K-dependent proteins in vascular calcification. Z Kardiol. 2001;90 Suppl 3:57-63. [PubMed:11374034 ]
Vermeer C, Wolf J, Craciun AM, Knapen MH: Bone markers during a 6-month space flight: effects of vitamin K supplementation. J Gravit Physiol. 1998 Oct;5(2):65-9. [PubMed:11541904 ]
Askim M: [Vitamin K in the Norwegian diet and osteoporosis]. Tidsskr Nor Laegeforen. 2001 Sep 20;121(22):2614-6. [PubMed:11668761 ]
Kawana K, Takahashi M, Hoshino H, Kushida K: Circulating levels of vitamin K1, menaquinone-4, and menaquinone-7 in healthy elderly Japanese women and patients with vertebral fractures and patients with hip fractures. Endocr Res. 2001 Aug;27(3):337-43. [PubMed:11678581 ]

Enzyme Details

4. Vitamin K epoxide reductase complex subunit 1

General function:: Involved in vitamin-K-epoxide reductase (warfarin-sensi
Specific function:: Involved in vitamin K metabolism. Catalytic subunit of the vitamin K epoxide reductase (VKOR) complex which reduces inactive vitamin K 2,3-epoxide to active vitamin K.
Gene Name:: VKORC1
Uniprot ID:: Q9BQB6
Molecular weight:: 18234.3

Reactions

Vitamin K1 + Oxidized dithiothreitol + Water → Vitamin K1 2,3-epoxide + 1,4-Dithiothreitol	details

Showing metabocard for Vitamin K1 (HMDB0003555)

MOL for HMDB0003555 (Vitamin K1)

3D MOL for HMDB0003555 (Vitamin K1)

3D SDF for HMDB0003555 (Vitamin K1)

3D-SDF for HMDB0003555 (Vitamin K1)

PDB for HMDB0003555 (Vitamin K1)

3D PDB for HMDB0003555 (Vitamin K1)

SMILES for HMDB0003555 (Vitamin K1)

INCHI for HMDB0003555 (Vitamin K1)

Structure for HMDB0003555 (Vitamin K1)

3D Structure for HMDB0003555 (Vitamin K1)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

References

References

Reactions