Structure Database (LMSD)

Systematic Name
Gorgost-5-ene-3β,7α,11α,12β-tetrol 12-acetate
Synonyms
  • Gorgost-5-ene-12beta-acetoxy-3beta,7alpha,11alpha-triol
LM ID
LMST01060021
Status
Active
Exact Mass
Calculate m/z
516.381475
Formula
Abbrev


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
NBOFOGKKHYNNJE-XFYLPZKTSA-N
InChi (Click to copy)
InChI=1S/C32H52O5/c1-16(2)18(4)31(7)15-24(31)17(3)22-9-10-23-26-25(35)14-20-13-21(34)11-12-30(20,6)27(26)28(36)29(32(22,23)8)37-19(5)33/h14,16-18,21-29,34-36H,9-13,15H2,1-8H3/t17-,18+,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@H](O)C=C2C[C@@H](O)C1

References

Reference
New polyoxygenated steroids exhibiting reversal of multidrug resistance from the gorgonian Isis hippuris
Tetrahedron 2002
DOI: 10.1016/S0040-4020(02)00625-7

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

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 5
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 539.03
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 6.51
Molar Refractivity 146.34

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