Structure Database (LMSD)

O H H O OH OH H
Systematic Name
15,20-dihydroxycholest-4,14-dien-3,16-dione
Synonyms
  • cholest-4,14-dien-15,20-diol-3,16-dione
LM ID
LMST01010314
Formula
C27H40O4
Exact Mass
Calculate m/z
428.29266
Sum Composition
ST 27:4;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
RPOZHMVPPTWLDB-JXGGVMLASA-N
InChi (Click to copy)
InChI=1S/C27H40O4/c1-16(2)7-6-12-27(5,31)24-23(30)22(29)21-19-9-8-17-15-18(28)10-13-25(17,3)20(19)11-14-26(21,24)4/h15-16,19-20,24,29,31H,6-14H2,1-5H3/t19-,20+,24+,25+,26+,27?/m1/s1
SMILES (Click to copy)
[C@]12(CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])(C(C)(O)CCCC(C)C)C(=O)C(O)=C21)[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Leptogorgia sarmentosa (#1502934)
Anthozoa (#6101)
Marine Sterols,
Nat Prod Rep, 1991

Other Databases

PubChem CID
52931329

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 450.82
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.98
Molar Refractivity 121.96

Admin

Created at
-
Updated at
27th May 2021