Structure Database (LMSD)

Common Name
3-epidihydrotachysterol2
Systematic Name
(5E,7E,22E)-(3R,10S)-9,10-seco-5,7,22-ergostatrien-3-ol
Synonyms
  • (5E)-(10S)-10,19-dihydro-3-epivitamin D2
  • (5E)-(10S)-10,19-dihydro-3-epiergocalciferol
LM ID
LMST03010057
Formula
C28H46O
Exact Mass
Calculate m/z
398.354865
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D2 and derivatives [ST0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Conformational analysis of vitamin D and analogues. 13C and 1H nuclear magnetic resonance study.,
J Org Chem, 1977
Pubmed ID: 198519

String Representations

InChiKey (Click to copy)
ILYCWAKSDCYMBB-GNSBYEHMSA-N
InChi (Click to copy)
InChI=1S/C28H46O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-22,25-27,29H,7-8,11,14-18H2,1-6H3/b10-9+,23-12+,24-13+/t20-,21-,22+,25+,26+,27-,28+/m0/s1
SMILES (Click to copy)
[C@H]1(O)C/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])/C=C/[C@H](C)C(C)C)([H])[C@@]3(C)CCC\2)/[C@@H](C)CC1

Other Databases

LIPIDBANK ID
VVD0414
PubChem CID
9547257

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 456.75
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.01
Molar Refractivity 126.18

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Created at
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Updated at
24th Feb 2022