Structure Database (LMSD)

Common Name
16beta,20S-dihydroxycholestan-3-one
Systematic Name
16β,20S-dihydroxy-5-α-cholestan-3-one
Synonyms
  • 16S,20S-diydroxycholestane-3-dione
LM ID
LMST01010308
Formula
C27H46O3
Exact Mass
Calculate m/z
418.344695
Sum Composition
ST 27:1;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
JTNSBTTTXGDDMP-RXROTWSNSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/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/h17-18,20-24,29-30H,6-16H2,1-5H3/t18-,20+,21-,22-,23-,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@@H](O)C[C@@]4([H])[C@]3([H])CC[C@@]2([H])CC(=O)C1

Other Databases

CHEBI ID
172978
PubChem CID
10047655

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 449.95
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.34
Molar Refractivity 121.95

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Updated at
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