Structure Database (LMSD)

H H O H H H OH O
Common Name
20S-Hydroxycholest-1-en-3,16-dione
Systematic Name
20S-Hydroxy-5-α-cholest-1-en-3,16-dione
Synonyms
LM ID
LMST01010309
Formula
C27H42O3
Exact Mass
Calculate m/z
414.313395
Sum Composition
ST 27:3;O3
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)
KIWJAFCOUILVDK-LVXDJYSUSA-N
InChi (Click to copy)
InChI=1S/C27H42O3/c1-17(2)7-6-12-27(5,30)24-23(29)16-22-20-9-8-18-15-19(28)10-13-25(18,3)21(20)11-14-26(22,24)4/h10,13,17-18,20-22,24,30H,6-9,11-12,14-16H2,1-5H3/t18-,20+,21-,22-,24-,25-,26-,27-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@](O)(C)CCCC(C)C)C(=O)C[C@@]4([H])[C@]3([H])CC[C@@]2([H])CC(=O)C=1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Leptogorgia sarmentosa (#1502934)
Anthozoa (#6101)
Isolation and structure elucidation of new cytotoxic steroids from the gorgonian Leptogorgia sarmentosa.,
Steroids, 2000
Pubmed ID: 10639019

Other Databases

PubChem CID
10811755

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 444.67
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.03
Molar Refractivity 120.34

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Created at
-
Updated at
22nd Mar 2022