Structure Database (LMSD)

Systematic Name
5β,6β-epoxygorgostane-3β,11α,12β-triol 12-acetate
Synonyms
  • 5beta,6beta-epoxygorgostane-12beta-acetoxy-3beta,11alpa-diol
LM ID
LMST01060024
Status
Active
Exact Mass
Calculate m/z
516.381475
Formula
C32H52O5
Abbrev
ST 32:3;O5
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Gorgosterols and derivatives [ST0106]

String Representations

InChiKey (Click to copy)
GWPJTMJCOFKZDT-HVMHYOINSA-N
InChi (Click to copy)
InChI=1S/C32H52O5/c1-16(2)18(4)29(6)15-24(29)17(3)22-9-10-23-21-13-25-32(37-25)14-20(34)11-12-30(32,7)26(21)27(35)28(31(22,23)8)36-19(5)33/h16-18,20-28,34-35H,9-15H2,1-8H3/t17-,18+,20-,21-,22+,23-,24+,25+,26+,27-,28+,29+,30+,31+,32+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])[C@H](O)[C@@H](OC(C)=O)[C@]4(C)[C@@]([H])([C@]([H])(C)[C@H]5C[C@]5(C)[C@H](C)C(C)C)CC[C@@]4([H])[C@]3([H])C[C@H]3O[C@]32C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Isis hippuris (#1074818)
Anthozoa (#6101)
The structure and absolute configuration of the marine sterol gorgosterol.,
J Am Chem Soc, 1970
Pubmed ID: 5432671

Other Databases

PubChem CID
11038597

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 6
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 529.31
Topological Polar Surface Area 79.29
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 7.04
Molar Refractivity 144.99

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Created at
1st Feb 2021
Updated at
1st Feb 2021