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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:03:07 UTC

Update Date

2021-09-26 23:00:29 UTC

HMDB ID

HMDB0249541

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Calcifediol lactone

Description

3-hydroxy-5-(2-{4-[2-(5-hydroxy-2-methylidenecyclohexylidene)ethylidene]-7a-methyl-octahydro-1H-inden-1-yl}propyl)-3-methyloxolan-2-one belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. 3-hydroxy-5-(2-{4-[2-(5-hydroxy-2-methylidenecyclohexylidene)ethylidene]-7a-methyl-octahydro-1H-inden-1-yl}propyl)-3-methyloxolan-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Calcifediol lactone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Calcifediol lactone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004151518222D          

 31 34  0  0  0  0            999 V2000
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068   -3.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -4.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5363   -4.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137   -5.1947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -4.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302   -4.6710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -3.3611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.8396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4944    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371   -1.9309    0.0000 C   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  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  4 11  1  0  0  0  0
  2 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 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  0  0  0  0
 20 26  2  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 12 30  1  0  0  0  0
 15 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

HMDB0249541
     RDKit          3D
Calcifediol lactone
 71 74  0  0  0  0  0  0  0  0999 V2000
    4.4687   -1.0060    2.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894   -0.6480    1.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7302   -0.9900    1.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4577    0.3333    1.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1217    0.8811    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7518    2.1364   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783    0.9949   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    0.1123    0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5169    0.0433    0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611    0.7861   -0.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6819    0.7410   -1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097    1.5618   -2.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    1.6325   -2.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8912    0.3696   -2.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103    0.2540   -0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    1.5353    0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827   -0.1138   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7531   -1.5463   -0.9935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690   -2.0489   -0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674   -0.9465    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6679   -1.0730    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8786   -2.4464    0.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140   -0.9075   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0682   -1.1157    0.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2759   -0.1259    1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7065    0.3450    0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7921    1.8144    1.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6342   -0.4362    1.5252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8113    0.2292   -0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4832    1.0010   -1.3503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0499   -0.8522   -0.9889 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0791   -1.3397    2.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1660    1.0768    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5377    0.1061    1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6237    0.2413   -0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0402    2.8118    0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392    2.0429   -0.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5070    0.7121   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8637   -0.5954    0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252    1.4323   -1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6804    2.6259   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508    1.1330   -3.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910    1.7440   -3.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051    2.5359   -2.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9035    0.4649   -2.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4042   -0.4664   -2.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0365    1.2936    1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8046    2.1044   -0.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297    2.2121    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599   -0.0946    0.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1382   -1.6458   -2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4402   -2.1327   -0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1838   -2.1723   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831   -1.0500    0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9357   -0.3600    1.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080   -2.4254    1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9609   -2.7402    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032   -3.1882    0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869   -1.7067   -1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7998    0.1145   -1.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1814   -2.1583    0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6270    0.7561    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1704   -0.5499    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1907    1.9528    2.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8515    2.0449    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3216    2.3855    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4646   -0.5729    0.9734 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  3
  9 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  2  0
 29 31  1  0
  8  2  1  0
 17 11  1  0
 31 24  1  0
 20 15  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
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  9 42  1  0
 10 43  1  0
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 16 50  1  0
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 22 60  1  0
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 24 65  1  0
 25 66  1  0
 25 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  0
M  END


  Mrv1533004151518222D          

 31 34  0  0  0  0            999 V2000
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068   -3.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -4.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5363   -4.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137   -5.1947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -4.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302   -4.6710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -3.3611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.8396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371   -1.9309    0.0000 C   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  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
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  2 12  1  0  0  0  0
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 23 24  1  0  0  0  0
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 23 25  1  0  0  0  0
 20 26  2  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
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 29 30  1  0  0  0  0
 12 30  1  0  0  0  0
 15 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249541

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CC1CC(C)(O)C(=O)O1)C1CCC2C(CCCC12C)=CC=C1CC(O)CCC1=C

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O4/c1-17-7-10-21(28)15-20(17)9-8-19-6-5-13-26(3)23(11-12-24(19)26)18(2)14-22-16-27(4,30)25(29)31-22/h8-9,18,21-24,28,30H,1,5-7,10-16H2,2-4H3

> <INCHI_KEY>
IJNDMZIDDKVXHR-UHFFFAOYSA-N

> <FORMULA>
C27H40O4

> <MOLECULAR_WEIGHT>
428.613

> <EXACT_MASS>
428.292659768

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
49.818248642237876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-5-(2-{4-[2-(5-hydroxy-2-methylidenecyclohexylidene)ethylidene]-7a-methyl-octahydro-1H-inden-1-yl}propyl)-3-methyloxolan-2-one

> <ALOGPS_LOGP>
4.94

> <JCHEM_LOGP>
4.284858450333335

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.384341369959035

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.502523257699913

> <JCHEM_PKA_STRONGEST_BASIC>
-1.318488757359285

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
124.68049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-5-(2-{4-[2-(5-hydroxy-2-methylidenecyclohexylidene)ethylidene]-7a-methyl-hexahydro-1H-inden-1-yl}propyl)-3-methyloxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249541
     RDKit          3D
Calcifediol lactone
 71 74  0  0  0  0  0  0  0  0999 V2000
    4.4687   -1.0060    2.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894   -0.6480    1.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7302   -0.9900    1.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4577    0.3333    1.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1217    0.8811    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7518    2.1364   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783    0.9949   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    0.1123    0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5169    0.0433    0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611    0.7861   -0.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6819    0.7410   -1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097    1.5618   -2.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    1.6325   -2.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8912    0.3696   -2.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103    0.2540   -0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    1.5353    0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827   -0.1138   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7531   -1.5463   -0.9935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690   -2.0489   -0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674   -0.9465    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6679   -1.0730    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8786   -2.4464    0.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140   -0.9075   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0682   -1.1157    0.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2759   -0.1259    1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7065    0.3450    0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7921    1.8144    1.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6342   -0.4362    1.5252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8113    0.2292   -0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4832    1.0010   -1.3503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0499   -0.8522   -0.9889 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4310   -0.8038    2.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044   -1.5798    3.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9961   -1.7066    0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0791   -1.3397    2.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1660    1.0768    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5377    0.1061    1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6237    0.2413   -0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0402    2.8118    0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392    2.0429   -0.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5070    0.7121   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8637   -0.5954    0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252    1.4323   -1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6804    2.6259   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508    1.1330   -3.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910    1.7440   -3.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051    2.5359   -2.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9035    0.4649   -2.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4042   -0.4664   -2.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0365    1.2936    1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8046    2.1044   -0.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297    2.2121    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599   -0.0946    0.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1382   -1.6458   -2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4402   -2.1327   -0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355   -3.0169   -0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1838   -2.1723   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831   -1.0500    0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9357   -0.3600    1.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080   -2.4254    1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9609   -2.7402    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032   -3.1882    0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869   -1.7067   -1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7998    0.1145   -1.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1814   -2.1583    0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6270    0.7561    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1704   -0.5499    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1907    1.9528    2.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8515    2.0449    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3216    2.3855    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4646   -0.5729    0.9734 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  3
  9 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  2  0
 29 31  1  0
  8  2  1  0
 17 11  1  0
 31 24  1  0
 20 15  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 16 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  0
M  END

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.573  -7.044   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.333  -8.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.001  -9.060   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.959  -9.697   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.797  -7.814   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.043  -8.719   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.797  -6.274   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   1.777   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   2.547   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.590   4.087   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.257   4.857   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.257   6.397   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.590   7.167   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   6.397   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.924   4.857   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.258   7.167   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.923   4.087   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.429  -3.604   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    4                                                       
CONECT   12    2   13   30                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   30                                                  
CONECT   16   15   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23                                                            
CONECT   26   20                                                            
CONECT   27   16   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   12   15   31                                             
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0249541
HETATM    1  C1  UNL     1       4.469  -1.006   2.669  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.289  -0.648   1.711  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.730  -0.990   1.729  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.458   0.333   1.459  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.122   0.881   0.115  1.00  0.00           C  
HETATM    6  O1  UNL     1       7.752   2.136  -0.012  1.00  0.00           O  
HETATM    7  C6  UNL     1       5.678   0.995  -0.211  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.783   0.112   0.589  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.517   0.043   0.242  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.961   0.786  -0.874  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.682   0.741  -1.254  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.310   1.562  -2.406  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.156   1.633  -2.573  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.891   0.370  -2.132  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.710   0.254  -0.647  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.914   1.535   0.079  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.783  -0.114  -0.495  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.753  -1.546  -0.993  1.00  0.00           C  
HETATM   19  C18 UNL     1      -0.669  -2.049  -0.851  1.00  0.00           C  
HETATM   20  C19 UNL     1      -1.267  -0.947   0.005  1.00  0.00           C  
HETATM   21  C20 UNL     1      -2.668  -1.073   0.331  1.00  0.00           C  
HETATM   22  C21 UNL     1      -2.879  -2.446   0.992  1.00  0.00           C  
HETATM   23  C22 UNL     1      -3.714  -0.908  -0.696  1.00  0.00           C  
HETATM   24  C23 UNL     1      -5.068  -1.116   0.010  1.00  0.00           C  
HETATM   25  C24 UNL     1      -5.276  -0.126   1.105  1.00  0.00           C  
HETATM   26  C25 UNL     1      -6.707   0.345   0.860  1.00  0.00           C  
HETATM   27  C26 UNL     1      -6.792   1.814   1.285  1.00  0.00           C  
HETATM   28  O2  UNL     1      -7.634  -0.436   1.525  1.00  0.00           O  
HETATM   29  C27 UNL     1      -6.811   0.229  -0.620  1.00  0.00           C  
HETATM   30  O3  UNL     1      -7.483   1.001  -1.350  1.00  0.00           O  
HETATM   31  O4  UNL     1      -6.050  -0.852  -0.989  1.00  0.00           O  
HETATM   32  H1  UNL     1       3.431  -0.804   2.734  1.00  0.00           H  
HETATM   33  H2  UNL     1       4.904  -1.580   3.498  1.00  0.00           H  
HETATM   34  H3  UNL     1       6.996  -1.707   0.936  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.079  -1.340   2.706  1.00  0.00           H  
HETATM   36  H5  UNL     1       7.166   1.077   2.221  1.00  0.00           H  
HETATM   37  H6  UNL     1       8.538   0.106   1.481  1.00  0.00           H  
HETATM   38  H7  UNL     1       7.624   0.241  -0.670  1.00  0.00           H  
HETATM   39  H8  UNL     1       7.040   2.812   0.090  1.00  0.00           H  
HETATM   40  H9  UNL     1       5.339   2.043  -0.003  1.00  0.00           H  
HETATM   41  H10 UNL     1       5.507   0.712  -1.276  1.00  0.00           H  
HETATM   42  H11 UNL     1       2.864  -0.595   0.807  1.00  0.00           H  
HETATM   43  H12 UNL     1       3.625   1.432  -1.451  1.00  0.00           H  
HETATM   44  H13 UNL     1       1.680   2.626  -2.297  1.00  0.00           H  
HETATM   45  H14 UNL     1       1.751   1.133  -3.346  1.00  0.00           H  
HETATM   46  H15 UNL     1      -0.391   1.744  -3.659  1.00  0.00           H  
HETATM   47  H16 UNL     1      -0.605   2.536  -2.092  1.00  0.00           H  
HETATM   48  H17 UNL     1      -1.904   0.465  -2.499  1.00  0.00           H  
HETATM   49  H18 UNL     1      -0.404  -0.466  -2.652  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.037   1.294   1.174  1.00  0.00           H  
HETATM   51  H20 UNL     1      -1.805   2.104  -0.252  1.00  0.00           H  
HETATM   52  H21 UNL     1      -0.030   2.212   0.028  1.00  0.00           H  
HETATM   53  H22 UNL     1       0.960  -0.095   0.602  1.00  0.00           H  
HETATM   54  H23 UNL     1       1.138  -1.646  -2.027  1.00  0.00           H  
HETATM   55  H24 UNL     1       1.440  -2.133  -0.350  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.635  -3.017  -0.309  1.00  0.00           H  
HETATM   57  H26 UNL     1      -1.184  -2.172  -1.812  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.683  -1.050   0.979  1.00  0.00           H  
HETATM   59  H28 UNL     1      -2.936  -0.360   1.172  1.00  0.00           H  
HETATM   60  H29 UNL     1      -3.708  -2.425   1.704  1.00  0.00           H  
HETATM   61  H30 UNL     1      -1.961  -2.740   1.567  1.00  0.00           H  
HETATM   62  H31 UNL     1      -3.103  -3.188   0.197  1.00  0.00           H  
HETATM   63  H32 UNL     1      -3.687  -1.707  -1.461  1.00  0.00           H  
HETATM   64  H33 UNL     1      -3.800   0.114  -1.115  1.00  0.00           H  
HETATM   65  H34 UNL     1      -5.181  -2.158   0.317  1.00  0.00           H  
HETATM   66  H35 UNL     1      -4.627   0.756   0.934  1.00  0.00           H  
HETATM   67  H36 UNL     1      -5.170  -0.550   2.128  1.00  0.00           H  
HETATM   68  H37 UNL     1      -6.191   1.953   2.197  1.00  0.00           H  
HETATM   69  H38 UNL     1      -7.852   2.045   1.418  1.00  0.00           H  
HETATM   70  H39 UNL     1      -6.322   2.385   0.449  1.00  0.00           H  
HETATM   71  H40 UNL     1      -8.465  -0.573   0.973  1.00  0.00           H  
CONECT    1    2    2   32   33
CONECT    2    3    8
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6    7   38
CONECT    6   39
CONECT    7    8   40   41
CONECT    8    9    9
CONECT    9   10   42
CONECT   10   11   11   43
CONECT   11   12   17
CONECT   12   13   44   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   17   20
CONECT   16   50   51   52
CONECT   17   18   53
CONECT   18   19   54   55
CONECT   19   20   56   57
CONECT   20   21   58
CONECT   21   22   23   59
CONECT   22   60   61   62
CONECT   23   24   63   64
CONECT   24   25   31   65
CONECT   25   26   66   67
CONECT   26   27   28   29
CONECT   27   68   69   70
CONECT   28   71
CONECT   29   30   30   31
END

HMDB0249541
     RDKit          3D
Calcifediol lactone
 71 74  0  0  0  0  0  0  0  0999 V2000
    4.4687   -1.0060    2.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894   -0.6480    1.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7302   -0.9900    1.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4577    0.3333    1.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1217    0.8811    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7518    2.1364   -0.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783    0.9949   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    0.1123    0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5169    0.0433    0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611    0.7861   -0.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6819    0.7410   -1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097    1.5618   -2.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    1.6325   -2.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8912    0.3696   -2.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103    0.2540   -0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    1.5353    0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827   -0.1138   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7531   -1.5463   -0.9935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690   -2.0489   -0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674   -0.9465    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6679   -1.0730    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8786   -2.4464    0.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140   -0.9075   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0682   -1.1157    0.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2759   -0.1259    1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7065    0.3450    0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7921    1.8144    1.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6342   -0.4362    1.5252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8113    0.2292   -0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4832    1.0010   -1.3503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0499   -0.8522   -0.9889 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4310   -0.8038    2.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044   -1.5798    3.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9961   -1.7066    0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0791   -1.3397    2.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1660    1.0768    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5377    0.1061    1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6237    0.2413   -0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0402    2.8118    0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392    2.0429   -0.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5070    0.7121   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8637   -0.5954    0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252    1.4323   -1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6804    2.6259   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508    1.1330   -3.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910    1.7440   -3.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051    2.5359   -2.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9035    0.4649   -2.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4042   -0.4664   -2.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0365    1.2936    1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8046    2.1044   -0.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297    2.2121    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9599   -0.0946    0.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1382   -1.6458   -2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4402   -2.1327   -0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355   -3.0169   -0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1838   -2.1723   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831   -1.0500    0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9357   -0.3600    1.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080   -2.4254    1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9609   -2.7402    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032   -3.1882    0.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869   -1.7067   -1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7998    0.1145   -1.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1814   -2.1583    0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6270    0.7561    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1704   -0.5499    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1907    1.9528    2.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8515    2.0449    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3216    2.3855    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4646   -0.5729    0.9734 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  3
  9 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  2  0
 29 31  1  0
  8  2  1  0
 17 11  1  0
 31 24  1  0
 20 15  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 16 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 25 66  1  0
 25 67  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 28 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₀O₄

Average Molecular Weight

428.613

Monoisotopic Molecular Weight

428.292659768

IUPAC Name

3-hydroxy-5-(2-{4-[2-(5-hydroxy-2-methylidenecyclohexylidene)ethylidene]-7a-methyl-octahydro-1H-inden-1-yl}propyl)-3-methyloxolan-2-one

Traditional Name

3-hydroxy-5-(2-{4-[2-(5-hydroxy-2-methylidenecyclohexylidene)ethylidene]-7a-methyl-hexahydro-1H-inden-1-yl}propyl)-3-methyloxolan-2-one

CAS Registry Number

Not Available

SMILES

CC(CC1CC(C)(O)C(=O)O1)C1CCC2C(CCCC12C)=CC=C1CC(O)CCC1=C

InChI Identifier

InChI=1S/C27H40O4/c1-17-7-10-21(28)15-20(17)9-8-19-6-5-13-26(3)23(11-12-24(19)26)18(2)14-22-16-27(4,30)25(29)31-22/h8-9,18,21-24,28,30H,1,5-7,10-16H2,2-4H3

InChI Key

IJNDMZIDDKVXHR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin D and derivatives

Alternative Parents

Substituents

Triterpenoid
Steroid lactone
Gamma butyrolactone
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Carbonyl group
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	4.94	ALOGPS
logP	4.28	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	12.5	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	124.68 m³·mol⁻¹	ChemAxon
Polarizability	49.82 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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-2H]-	234.239	30932474
DeepCCS	[M+Na]+	209.467	30932474
AllCCS	[M+H]+	210.2	32859911
AllCCS	[M+H-H2O]+	208.0	32859911
AllCCS	[M+NH4]+	212.3	32859911
AllCCS	[M+Na]+	212.9	32859911
AllCCS	[M-H]-	209.6	32859911
AllCCS	[M+Na-2H]-	211.4	32859911
AllCCS	[M+HCOO]-	213.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	21.3626 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.99 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3294.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	465.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	250.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	505.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	974.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1016.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1796.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	614.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1819.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	621.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	507.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	304.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	571.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Calcifediol lactone	CC(CC1CC(C)(O)C(=O)O1)C1CCC2C(CCCC12C)=CC=C1CC(O)CCC1=C	3944.4	Standard polar	33892256
Calcifediol lactone	CC(CC1CC(C)(O)C(=O)O1)C1CCC2C(CCCC12C)=CC=C1CC(O)CCC1=C	3473.6	Standard non polar	33892256
Calcifediol lactone	CC(CC1CC(C)(O)C(=O)O1)C1CCC2C(CCCC12C)=CC=C1CC(O)CCC1=C	3790.0	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 - Calcifediol lactone GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-1049400000-891e35be61545704f9e8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcifediol lactone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcifediol lactone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcifediol lactone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcifediol lactone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcifediol lactone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcifediol lactone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcifediol lactone GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - Calcifediol lactone 10V, Positive-QTOF	splash10-01ti-0565900000-3eca56cf9f818b114371	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcifediol lactone 20V, Positive-QTOF	splash10-0g4i-0394200000-677bc6eeb10e2a5842f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcifediol lactone 40V, Positive-QTOF	splash10-01b9-0794000000-dff92a186a119587023b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcifediol lactone 10V, Negative-QTOF	splash10-005i-0009700000-001acb9a4adf853837a8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcifediol lactone 20V, Negative-QTOF	splash10-0670-2009000000-30b5fe96e31b3b274c1b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcifediol lactone 40V, Negative-QTOF	splash10-000b-6379300000-4c2377663c54acc6caf3	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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 but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76083963

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Calcifediol lactone (HMDB0249541)

MOL for HMDB0249541 (Calcifediol lactone)

3D MOL for HMDB0249541 (Calcifediol lactone)

3D SDF for HMDB0249541 (Calcifediol lactone)

3D-SDF for HMDB0249541 (Calcifediol lactone)

PDB for HMDB0249541 (Calcifediol lactone)

3D PDB for HMDB0249541 (Calcifediol lactone)

SMILES for HMDB0249541 (Calcifediol lactone)

INCHI for HMDB0249541 (Calcifediol lactone)

Structure for HMDB0249541 (Calcifediol lactone)

3D Structure for HMDB0249541 (Calcifediol lactone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra