Structure Database (LMSD)

HO OH OH H H H
Common Name
(23S)-23,25-dihydroxyvitamin D3
Systematic Name
(5Z,7E)-(3S,23S)-9,10-seco-5,7,10(19)-cholestatriene-3,23,25-triol
Synonyms
  • (23S)-23,25-dihydroxycholecalciferol
LM ID
LMST03020272
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
JVBPQHSRTHJMLM-WTHMTOCBSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-18-8-11-22(28)16-21(18)10-9-20-7-6-14-27(5)24(12-13-25(20)27)19(2)15-23(29)17-26(3,4)30/h9-10,19,22-25,28-30H,1,6-8,11-17H2,2-5H3/b20-9+,21-10-/t19-,22+,23+,24-,25+,27-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)C[C@H](O)CC(O)(C)C)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gallus gallus (#9031)
Aves (#8782)
Synthesis and determination of the configuration of 23,25-dihydroxy-vitamin D3; a new metabolite of vitamin D3; X-ray crystal structure of a 3,23,25-triol precursor,
J Chem Soc Chem Commun, 1981

Other Databases

CHEBI ID
47214
LIPIDBANK ID
VVD0299
PubChem CID
5283747

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 457.03
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.56
Molar Refractivity 125.57

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Created at
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Updated at
29th Jan 2024