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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-16 14:44:20 UTC

Update Date

2022-03-07 02:49:09 UTC

HMDB ID

HMDB0001420

Secondary Accession Numbers

HMDB01420

Metabolite Identification

Common Name

25,26-dihydroxyvitamin D

Description

25,26-(OH)2D3 is a renal microsomal 25-OH-D3 metabolite, whose plasma concentration increases during vitamin D excess concomitantly with an increase in the concentration of lactone. This observation considered with the related structural features of 25,26-(OH)2D3 and lactone (both are oxidized at (C-26) suggested that 25,26(OH)2D3, a metabolite of unknown function, could be a precursor to lactone. In fact, it has been reported that functionalization of C-26 and subsequent lactone formation occurs exclusively in kidney. However, rigorous examination has unambiguously excluded 25S,26-(OH)2D3, the naturally occurring form as a significant lactone precursor. (PMID: 6286629 ).

Structure

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


  Mrv1652304202019452D          

 32 34  0  0  1  0            999 V2000
   13.4497  -11.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4497  -12.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1642  -12.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8786  -12.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8786  -11.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1642  -11.0729    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1642  -10.2479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1642  -13.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5932  -12.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5932  -13.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3076  -13.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3076  -14.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0221  -15.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7365  -14.7854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.7365  -13.9604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.0221  -13.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5212  -15.0403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.0061  -14.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5212  -13.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7761  -15.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.2241  -16.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5831  -15.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8380  -16.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6450  -16.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9000  -17.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7069  -17.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9619  -18.6934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3479  -18.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0929  -17.5657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8228  -15.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8228  -13.1399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.3360  -15.1694    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  6  7  1  6  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 11  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 15  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 25 29  1  0  0  0  0
 14 30  1  6  0  0  0
 15 31  1  1  0  0  0
 17 32  1  1  0  0  0
M  END

HMDB0001420
     RDKit          3D
25,26-dihydroxyvitamin D
 74 76  0  0  0  0  0  0  0  0999 V2000
    5.7350   -1.1445   -2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3284   -0.0604   -1.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5128    0.5958   -2.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5143    0.9788   -1.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9351    1.6847   -0.1057 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9400    1.7609    0.8706 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560    1.0034    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665    0.5648   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4643    0.7510   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415    0.3955   -1.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    0.5815   -1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2278    0.2505   -2.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1436   -0.6198   -1.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -0.2634   -0.3022 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2919   -1.2505    0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3073    1.1272   -0.0301 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3653    1.4920    1.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7652    0.9568    1.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161    0.0252   -0.1595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6095   -1.1316    0.1193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6097   -2.2105   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0442   -0.5610    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428   -1.6325    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4515   -1.1746    0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8277   -0.1404    1.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3268    0.1368    1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1980    1.0827    1.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6183   -0.5422    2.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1718    0.4413    3.6652 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8117    1.1318    0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0821   -1.6622   -3.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9283   -1.6096   -1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2208    1.4350   -2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9953   -0.1739   -2.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2419    1.6649   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0828    0.0929   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6426    2.7386   -0.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7483    1.2134    1.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0085    0.1588    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2426    1.7653    1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0794    1.2026    0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569    0.0461   -2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352   -0.3399   -3.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8240    1.1491   -2.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716   -1.6632   -1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117   -0.5979   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8065   -0.7833    1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816   -1.8730    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4597   -1.9405    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069    1.8052   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3768    2.5984    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978    1.0491    2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5090    1.7335    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0486    0.3639    1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0719    0.5218   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4578   -1.5877    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0251   -3.1354   -0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298   -2.5085   -1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498   -2.0002   -1.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176    0.1961    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699   -0.0103   -0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -2.1607    1.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9331   -2.4315   -0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1504   -2.0502    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6677   -0.7415   -0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7580   -0.5356    0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8934   -0.1001    2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5202    1.1979    1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7858    1.8244    1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5451   -0.5983    3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1269   -1.4869    3.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8320    0.2894    4.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    2.1687    0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2007    0.5461    0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 16 30  1  0
  8  2  1  0
 30 11  1  0
 19 14  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  6
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 10 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  6
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  6
 20 56  1  1
 21 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  1  0
M  END


  Mrv1652304202019452D          

 32 34  0  0  1  0            999 V2000
   13.4497  -11.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4497  -12.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1642  -12.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8786  -12.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8786  -11.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1642  -11.0729    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1642  -10.2479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1642  -13.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5932  -12.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5932  -13.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3076  -13.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3076  -14.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0221  -15.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7365  -14.7854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.7365  -13.9604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.0221  -13.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5212  -15.0403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.0061  -14.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5212  -13.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7761  -15.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.2241  -16.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5831  -15.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8380  -16.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6450  -16.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9000  -17.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7069  -17.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9619  -18.6934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3479  -18.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0929  -17.5657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8228  -15.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8228  -13.1399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.3360  -15.1694    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  6  7  1  6  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 11  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 15  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 25 29  1  0  0  0  0
 14 30  1  6  0  0  0
 15 31  1  1  0  0  0
 17 32  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0001420

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)(O)CO)[C@@]1(C)CC\C(C2)=C\C=C1\C[C@@H](O)CCC1=C

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O3/c1-19-7-11-24(29)17-22(19)9-8-21-13-15-27(4)23(16-21)10-12-25(27)20(2)6-5-14-26(3,30)18-28/h8-9,20,23-25,28-30H,1,5-7,10-18H2,2-4H3/b21-8-,22-9-/t20-,23+,24+,25-,26?,27+/m1/s1

> <INCHI_KEY>
WWGCQHXFACVYPT-JKVVTCAUSA-N

> <FORMULA>
C27H44O3

> <MOLECULAR_WEIGHT>
416.6365

> <EXACT_MASS>
416.329045274

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
52.241966073050094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R)-6-[(1R,3aS,5Z,7aS)-5-{2-[(1Z,5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-methylheptane-1,2-diol

> <ALOGPS_LOGP>
5.14

> <JCHEM_LOGP>
4.607436103000002

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.48565163125678

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.03837592492842

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3184890847125637

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
126.60429999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.82e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
25,26-dihydroxyvitamin D

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001420
     RDKit          3D
25,26-dihydroxyvitamin D
 74 76  0  0  0  0  0  0  0  0999 V2000
    5.7350   -1.1445   -2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3284   -0.0604   -1.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5128    0.5958   -2.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5143    0.9788   -1.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9351    1.6847   -0.1057 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9400    1.7609    0.8706 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560    1.0034    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665    0.5648   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4643    0.7510   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415    0.3955   -1.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    0.5815   -1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2278    0.2505   -2.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1436   -0.6198   -1.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -0.2634   -0.3022 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2919   -1.2505    0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3073    1.1272   -0.0301 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3653    1.4920    1.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7652    0.9568    1.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161    0.0252   -0.1595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6095   -1.1316    0.1193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6097   -2.2105   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0442   -0.5610    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428   -1.6325    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4515   -1.1746    0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8277   -0.1404    1.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3268    0.1368    1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1980    1.0827    1.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6183   -0.5422    2.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1718    0.4413    3.6652 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8117    1.1318    0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0821   -1.6622   -3.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9283   -1.6096   -1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2208    1.4350   -2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9953   -0.1739   -2.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2419    1.6649   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0828    0.0929   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6426    2.7386   -0.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7483    1.2134    1.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0085    0.1588    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2426    1.7653    1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0794    1.2026    0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569    0.0461   -2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352   -0.3399   -3.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8240    1.1491   -2.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716   -1.6632   -1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117   -0.5979   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8065   -0.7833    1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816   -1.8730    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4597   -1.9405    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069    1.8052   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3768    2.5984    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978    1.0491    2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5090    1.7335    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0486    0.3639    1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0719    0.5218   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4578   -1.5877    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0251   -3.1354   -0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298   -2.5085   -1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498   -2.0002   -1.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176    0.1961    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699   -0.0103   -0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -2.1607    1.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9331   -2.4315   -0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1504   -2.0502    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6677   -0.7415   -0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7580   -0.5356    0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8934   -0.1001    2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5202    1.1979    1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7858    1.8244    1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5451   -0.5983    3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1269   -1.4869    3.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8320    0.2894    4.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    2.1687    0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2007    0.5461    0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 16 30  1  0
  8  2  1  0
 30 11  1  0
 19 14  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  6
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 10 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  6
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  6
 20 56  1  1
 21 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      25.106 -21.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.106 -22.979   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.440 -23.749   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.773 -22.979   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.773 -21.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.440 -20.669   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      26.440 -19.129   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      26.440 -25.289   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.107 -23.749   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.107 -25.289   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.441 -26.059   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      30.441 -27.599   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.775 -28.369   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.108 -27.599   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.108 -26.059   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.775 -25.289   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.573 -28.075   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      35.478 -26.829   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.573 -25.583   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.049 -29.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      34.018 -30.684   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.555 -29.860   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      37.031 -31.325   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      38.537 -31.645   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      39.013 -33.110   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      40.520 -33.430   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      40.996 -34.894   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      37.983 -34.254   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      37.507 -32.789   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      33.269 -29.131   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      33.269 -24.528   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      36.094 -28.316   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    3                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17   30                                             
CONECT   15   14   16   19   31                                             
CONECT   16   15   11                                                       
CONECT   17   14   18   20   32                                             
CONECT   18   17   19                                                       
CONECT   19   18   15                                                       
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   28   29                                             
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25                                                            
CONECT   29   25                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   17                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0001420
HETATM    1  C1  UNL     1       5.735  -1.145  -2.147  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.328  -0.060  -1.712  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.513   0.596  -2.352  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.514   0.979  -1.278  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.935   1.685  -0.106  1.00  0.00           C  
HETATM    6  O1  UNL     1       8.940   1.761   0.871  1.00  0.00           O  
HETATM    7  C6  UNL     1       6.756   1.003   0.546  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.767   0.565  -0.495  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.464   0.751  -0.420  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.541   0.396  -1.468  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.254   0.581  -1.263  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.228   0.251  -2.275  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.144  -0.620  -1.714  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.265  -0.263  -0.302  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.292  -1.250   0.682  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.307   1.127  -0.030  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.365   1.492   1.239  1.00  0.00           C  
HETATM   18  C17 UNL     1      -1.765   0.957   1.045  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.716   0.025  -0.160  1.00  0.00           C  
HETATM   20  C19 UNL     1      -2.609  -1.132   0.119  1.00  0.00           C  
HETATM   21  C20 UNL     1      -2.610  -2.210  -0.910  1.00  0.00           C  
HETATM   22  C21 UNL     1      -4.044  -0.561   0.131  1.00  0.00           C  
HETATM   23  C22 UNL     1      -5.043  -1.632   0.403  1.00  0.00           C  
HETATM   24  C23 UNL     1      -6.451  -1.175   0.414  1.00  0.00           C  
HETATM   25  C24 UNL     1      -6.828  -0.140   1.410  1.00  0.00           C  
HETATM   26  C25 UNL     1      -8.327   0.137   1.215  1.00  0.00           C  
HETATM   27  O2  UNL     1      -6.198   1.083   1.193  1.00  0.00           O  
HETATM   28  C26 UNL     1      -6.618  -0.542   2.831  1.00  0.00           C  
HETATM   29  O3  UNL     1      -7.172   0.441   3.665  1.00  0.00           O  
HETATM   30  C27 UNL     1       1.812   1.132   0.033  1.00  0.00           C  
HETATM   31  H1  UNL     1       6.082  -1.662  -3.055  1.00  0.00           H  
HETATM   32  H2  UNL     1       4.928  -1.610  -1.635  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.221   1.435  -2.995  1.00  0.00           H  
HETATM   34  H4  UNL     1       7.995  -0.174  -2.988  1.00  0.00           H  
HETATM   35  H5  UNL     1       9.242   1.665  -1.756  1.00  0.00           H  
HETATM   36  H6  UNL     1       9.083   0.093  -0.945  1.00  0.00           H  
HETATM   37  H7  UNL     1       7.643   2.739  -0.327  1.00  0.00           H  
HETATM   38  H8  UNL     1       8.748   1.213   1.660  1.00  0.00           H  
HETATM   39  H9  UNL     1       7.009   0.159   1.180  1.00  0.00           H  
HETATM   40  H10 UNL     1       6.243   1.765   1.159  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.079   1.203   0.497  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.857   0.046  -2.427  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.735  -0.340  -3.086  1.00  0.00           H  
HETATM   44  H14 UNL     1       0.824   1.149  -2.781  1.00  0.00           H  
HETATM   45  H15 UNL     1       0.572  -1.663  -1.681  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.712  -0.598  -2.402  1.00  0.00           H  
HETATM   47  H17 UNL     1       0.806  -0.783   1.550  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.082  -1.873   0.170  1.00  0.00           H  
HETATM   49  H19 UNL     1      -0.460  -1.940   1.115  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.007   1.805  -0.830  1.00  0.00           H  
HETATM   51  H21 UNL     1      -0.377   2.598   1.417  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.098   1.049   2.143  1.00  0.00           H  
HETATM   53  H23 UNL     1      -2.509   1.733   0.850  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.049   0.364   1.948  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.072   0.522  -1.079  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.458  -1.588   1.129  1.00  0.00           H  
HETATM   57  H27 UNL     1      -3.025  -3.135  -0.410  1.00  0.00           H  
HETATM   58  H28 UNL     1      -1.630  -2.508  -1.283  1.00  0.00           H  
HETATM   59  H29 UNL     1      -3.350  -2.000  -1.736  1.00  0.00           H  
HETATM   60  H30 UNL     1      -4.118   0.196   0.964  1.00  0.00           H  
HETATM   61  H31 UNL     1      -4.270  -0.010  -0.800  1.00  0.00           H  
HETATM   62  H32 UNL     1      -4.851  -2.161   1.365  1.00  0.00           H  
HETATM   63  H33 UNL     1      -4.933  -2.432  -0.381  1.00  0.00           H  
HETATM   64  H34 UNL     1      -7.150  -2.050   0.472  1.00  0.00           H  
HETATM   65  H35 UNL     1      -6.668  -0.742  -0.605  1.00  0.00           H  
HETATM   66  H36 UNL     1      -8.758  -0.536   0.447  1.00  0.00           H  
HETATM   67  H37 UNL     1      -8.893  -0.100   2.151  1.00  0.00           H  
HETATM   68  H38 UNL     1      -8.520   1.198   1.013  1.00  0.00           H  
HETATM   69  H39 UNL     1      -6.786   1.824   1.418  1.00  0.00           H  
HETATM   70  H40 UNL     1      -5.545  -0.598   3.107  1.00  0.00           H  
HETATM   71  H41 UNL     1      -7.127  -1.487   3.104  1.00  0.00           H  
HETATM   72  H42 UNL     1      -6.832   0.289   4.588  1.00  0.00           H  
HETATM   73  H43 UNL     1       2.132   2.169   0.188  1.00  0.00           H  
HETATM   74  H44 UNL     1       2.201   0.546   0.891  1.00  0.00           H  
CONECT    1    2    2   31   32
CONECT    2    3    8
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6    7   37
CONECT    6   38
CONECT    7    8   39   40
CONECT    8    9    9
CONECT    9   10   41
CONECT   10   11   11   42
CONECT   11   12   30
CONECT   12   13   43   44
CONECT   13   14   45   46
CONECT   14   15   16   19
CONECT   15   47   48   49
CONECT   16   17   30   50
CONECT   17   18   51   52
CONECT   18   19   53   54
CONECT   19   20   55
CONECT   20   21   22   56
CONECT   21   57   58   59
CONECT   22   23   60   61
CONECT   23   24   62   63
CONECT   24   25   64   65
CONECT   25   26   27   28
CONECT   26   66   67   68
CONECT   27   69
CONECT   28   29   70   71
CONECT   29   72
CONECT   30   73   74
END

HMDB0001420
     RDKit          3D
25,26-dihydroxyvitamin D
 74 76  0  0  0  0  0  0  0  0999 V2000
    5.7350   -1.1445   -2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3284   -0.0604   -1.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5128    0.5958   -2.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5143    0.9788   -1.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9351    1.6847   -0.1057 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9400    1.7609    0.8706 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560    1.0034    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665    0.5648   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4643    0.7510   -0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415    0.3955   -1.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    0.5815   -1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2278    0.2505   -2.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1436   -0.6198   -1.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -0.2634   -0.3022 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2919   -1.2505    0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3073    1.1272   -0.0301 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3653    1.4920    1.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7652    0.9568    1.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161    0.0252   -0.1595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6095   -1.1316    0.1193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6097   -2.2105   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0442   -0.5610    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428   -1.6325    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4515   -1.1746    0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8277   -0.1404    1.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3268    0.1368    1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1980    1.0827    1.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6183   -0.5422    2.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1718    0.4413    3.6652 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8117    1.1318    0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0821   -1.6622   -3.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9283   -1.6096   -1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2208    1.4350   -2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9953   -0.1739   -2.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2419    1.6649   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0828    0.0929   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6426    2.7386   -0.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7483    1.2134    1.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0085    0.1588    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2426    1.7653    1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0794    1.2026    0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569    0.0461   -2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352   -0.3399   -3.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8240    1.1491   -2.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716   -1.6632   -1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117   -0.5979   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8065   -0.7833    1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816   -1.8730    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4597   -1.9405    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069    1.8052   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3768    2.5984    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978    1.0491    2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5090    1.7335    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0486    0.3639    1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0719    0.5218   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4578   -1.5877    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0251   -3.1354   -0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298   -2.5085   -1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498   -2.0002   -1.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176    0.1961    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699   -0.0103   -0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -2.1607    1.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9331   -2.4315   -0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1504   -2.0502    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6677   -0.7415   -0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7580   -0.5356    0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8934   -0.1001    2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5202    1.1979    1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7858    1.8244    1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5451   -0.5983    3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1269   -1.4869    3.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8320    0.2894    4.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    2.1687    0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2007    0.5461    0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 16 30  1  0
  8  2  1  0
 30 11  1  0
 19 14  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  6
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 10 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  6
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  6
 20 56  1  1
 21 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
25,26-Dihydroxycholecalciferol	HMDB
25,26-Dihydroxyvitamin D3	HMDB
9,10-Secocholesta-5,7,10(19)-triene-3b,25,26-triol	HMDB

Chemical Formula

C₂₇H₄₄O₃

Average Molecular Weight

416.6365

Monoisotopic Molecular Weight

416.329045274

IUPAC Name

(6R)-6-[(1R,3aS,5Z,7aS)-5-{2-[(1Z,5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-methylheptane-1,2-diol

Traditional Name

25,26-dihydroxyvitamin D

CAS Registry Number

29261-12-9

SMILES

[H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)(O)CO)[C@@]1(C)CC\C(C2)=C\C=C1\C[C@@H](O)CCC1=C

InChI Identifier

InChI=1S/C27H44O3/c1-19-7-11-24(29)17-22(19)9-8-21-13-15-27(4)23(16-21)10-12-25(27)20(2)6-5-14-26(3,30)18-28/h8-9,20,23-25,28-30H,1,5-7,10-18H2,2-4H3/b21-8-,22-9-/t20-,23+,24+,25-,26?,27+/m1/s1

InChI Key

WWGCQHXFACVYPT-JKVVTCAUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Fatty alcohol
Fatty acyl
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 227368)

Cellular substructure

Extracellular (HMDB: HMDB0001420)
Membrane (HMDB: HMDB0001420)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

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

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0078 g/L	ALOGPS
logP	5.14	ALOGPS
logP	4.61	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	14.04	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	126.6 m³·mol⁻¹	ChemAxon
Polarizability	52.24 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	202.461	31661259
DarkChem	[M-H]-	195.502	31661259
AllCCS	[M+H]+	208.902	32859911
AllCCS	[M-H]-	206.623	32859911
DeepCCS	[M-2H]-	239.97	30932474
DeepCCS	[M+Na]+	214.984	30932474
AllCCS	[M+H]+	208.9	32859911
AllCCS	[M+H-H2O]+	206.8	32859911
AllCCS	[M+NH4]+	210.8	32859911
AllCCS	[M+Na]+	211.4	32859911
AllCCS	[M-H]-	206.6	32859911
AllCCS	[M+Na-2H]-	208.9	32859911
AllCCS	[M+HCOO]-	211.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
25,26-dihydroxyvitamin D	[H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)(O)CO)[C@@]1(C)CC\C(C2)=C\C=C1\C[C@@H](O)CCC1=C	4108.2	Standard polar	33892256
25,26-dihydroxyvitamin D	[H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)(O)CO)[C@@]1(C)CC\C(C2)=C\C=C1\C[C@@H](O)CCC1=C	3476.1	Standard non polar	33892256
25,26-dihydroxyvitamin D	[H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)(O)CO)[C@@]1(C)CC\C(C2)=C\C=C1\C[C@@H](O)CCC1=C	3625.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
25,26-dihydroxyvitamin D,1TMS,isomer #1	C=C1CC[C@H](O)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(CO)O[Si](C)(C)C)C1	3590.3	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,1TMS,isomer #2	C=C1CC[C@H](O)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(O)CO[Si](C)(C)C)C1	3575.9	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,1TMS,isomer #3	C=C1CC[C@H](O[Si](C)(C)C)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(O)CO)C1	3547.7	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,2TMS,isomer #1	C=C1CC[C@H](O[Si](C)(C)C)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(CO)O[Si](C)(C)C)C1	3578.1	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,2TMS,isomer #2	C=C1CC[C@H](O)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(CO[Si](C)(C)C)O[Si](C)(C)C)C1	3632.1	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,2TMS,isomer #3	C=C1CC[C@H](O[Si](C)(C)C)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(O)CO[Si](C)(C)C)C1	3547.4	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,3TMS,isomer #1	C=C1CC[C@H](O[Si](C)(C)C)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(CO[Si](C)(C)C)O[Si](C)(C)C)C1	3605.3	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,1TBDMS,isomer #1	C=C1CC[C@H](O)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(CO)O[Si](C)(C)C(C)(C)C)C1	3832.8	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,1TBDMS,isomer #2	C=C1CC[C@H](O)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(O)CO[Si](C)(C)C(C)(C)C)C1	3814.9	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,1TBDMS,isomer #3	C=C1CC[C@H](O[Si](C)(C)C(C)(C)C)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(O)CO)C1	3747.7	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,2TBDMS,isomer #1	C=C1CC[C@H](O[Si](C)(C)C(C)(C)C)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(CO)O[Si](C)(C)C(C)(C)C)C1	4019.6	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,2TBDMS,isomer #2	C=C1CC[C@H](O)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1	4115.2	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,2TBDMS,isomer #3	C=C1CC[C@H](O[Si](C)(C)C(C)(C)C)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(O)CO[Si](C)(C)C(C)(C)C)C1	3989.2	Semi standard non polar	33892256
25,26-dihydroxyvitamin D,3TBDMS,isomer #1	C=C1CC[C@H](O[Si](C)(C)C(C)(C)C)C/C1=C/C=C1/CC[C@@]2(C)[C@@H](CC[C@@H]2[C@H](C)CCCC(C)(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1	4276.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 25,26-dihydroxyvitamin D GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fbj-2029200000-8c64c3a766c1242a4f93	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 25,26-dihydroxyvitamin D GC-MS (3 TMS) - 70eV, Positive	splash10-014i-1223049000-838b1768e3cf26ce4cfd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 25,26-dihydroxyvitamin D GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 25,26-dihydroxyvitamin D 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 - 25,26-dihydroxyvitamin D 10V, Positive-QTOF	splash10-00l2-0119300000-69bff8e97accbd9ea4c1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 20V, Positive-QTOF	splash10-05aj-0259000000-34623fae8b6c2c8399d0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 40V, Positive-QTOF	splash10-0gba-4296000000-41ad31b1fb8e4977bbf5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 10V, Negative-QTOF	splash10-014i-0004900000-ceec977aa9fd67db2b61	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 20V, Negative-QTOF	splash10-014i-0009200000-39daf19c493a5738c699	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 40V, Negative-QTOF	splash10-0avi-7009000000-901d5cae36e6a90f22c6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 10V, Negative-QTOF	splash10-014i-0002900000-8bdce8b87394354047ef	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 20V, Negative-QTOF	splash10-014i-0019600000-01e8733215fe19af37a3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 40V, Negative-QTOF	splash10-014i-1029100000-cd270cfe25cd22f0a30f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 10V, Positive-QTOF	splash10-014i-0029500000-ff6b8e89600aadf37d6e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 20V, Positive-QTOF	splash10-01c0-2169100000-72dbf8c6873733bd30d2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25,26-dihydroxyvitamin D 40V, Positive-QTOF	splash10-00xr-2492000000-acc343f6885dff32a742	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00168 (0.000480-0.00288) uM	Adult (>18 years old)	Both	Normal	227368	details
Blood	Detected and Quantified	0.00120 (0.000720-0.00168) uM	Adult (>18 years old)	Both	Normal	227368	details
Blood	Detected and Quantified	0.0019 +/- 0.001 uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00144 (0.000720-0.00216) uM	Adult (>18 years old)	Both	Anephrism	227368	details

Associated Disorders and Diseases

Disease References

Anephric patients
Shepard RM, Horst RL, Hamstra AJ, DeLuca HF: Determination of vitamin D and its metabolites in plasma from normal and anephric man. Biochem J. 1979 Jul 15;182(1):55-69. [PubMed:227368 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112203

KNApSAcK ID

Not Available

Chemspider ID

35013032

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477727

PDB ID

Not Available

ChEBI ID

89079

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Shepard RM, Horst RL, Hamstra AJ, DeLuca HF: Determination of vitamin D and its metabolites in plasma from normal and anephric man. Biochem J. 1979 Jul 15;182(1):55-69. [PubMed:227368 ]
Napoli JL, Pramanik BC, Partridge JJ, Uskokovic MR, Horst RL: 23S,25-dihydroxyvitamin D3 as a circulating metabolite of vitamin D3. Its role in 25-hydroxyvitamin D3-26,23-lactone biosynthesis. J Biol Chem. 1982 Aug 25;257(16):9634-9. [PubMed:6286629 ]

Showing metabocard for 25,26-dihydroxyvitamin D (HMDB0001420)

MOL for HMDB0001420 (25,26-dihydroxyvitamin D)

3D MOL for HMDB0001420 (25,26-dihydroxyvitamin D)

3D SDF for HMDB0001420 (25,26-dihydroxyvitamin D)

3D-SDF for HMDB0001420 (25,26-dihydroxyvitamin D)

PDB for HMDB0001420 (25,26-dihydroxyvitamin D)

3D PDB for HMDB0001420 (25,26-dihydroxyvitamin D)

SMILES for HMDB0001420 (25,26-dihydroxyvitamin D)

INCHI for HMDB0001420 (25,26-dihydroxyvitamin D)

Structure for HMDB0001420 (25,26-dihydroxyvitamin D)

3D Structure for HMDB0001420 (25,26-dihydroxyvitamin D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra