Structure Database (LMSD)

Common Name
EB 1213
Systematic Name
(5Z,7E)-(1S,3R)-23-oxa-23-[3-(1-hydroxy-1-methylethyl)phenyl]-24,25,26,27-tetranor-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
LM ID
LMST03020682
Formula
C31H44O4
Exact Mass
Calculate m/z
480.32396
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Molecular evaluation of vitamin D3 receptor agonists designed for topical treatment of skin diseases.,
J Invest Dermatol, 2001
Pubmed ID: 11348471

String Representations

InChiKey (Click to copy)
VGFVBXSHQJLSKO-FNHUCILJSA-N
InChi (Click to copy)
InChI=1S/C31H44O4/c1-20(19-35-26-10-6-9-24(17-26)30(3,4)34)27-13-14-28-22(8-7-15-31(27,28)5)11-12-23-16-25(32)18-29(33)21(23)2/h6,9-12,17,20,25,27-29,32-34H,2,7-8,13-16,18-19H2,1,3-5H3/b22-11+,23-12-/t20-,25-,27-,28+,29+,31-/m1/s1
SMILES (Click to copy)
C1/C(=C/C=C2\CCC[C@]3(C)[C@@]([H])([C@@]([H])(COC4C=CC=C(C(O)(C)C)C=4)C)CC[C@@]\23[H])/C(=C)[C@@H](O)C[C@@H]1O

Other Databases

CHEBI ID
168812
PubChem CID
24779651

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 1
Rotatable Bonds 6
Van der Waals Molecular Volume 503.84
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 6.93
Molar Refractivity 142.59

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Created at
-
Updated at
27th Sep 2021