Structure Database (LMSD)

H H HO H H H O HO O O OH O O
Systematic Name
5β,6β-epoxygorgostane-3β,7α,11α,12β,15α-pentol 12,15-diacetate
Synonyms
  • 5beta,6beta-epoxygorgostane-12beta,15alpha-diacetoxy-3beta,7alpha,11alpha-triol
LM ID
LMST01060027
Formula
C34H54O8
Exact Mass
Calculate m/z
590.38187
Sum Composition
ST 34:4;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
XGAPBCXFZLEDCW-OZSJZICBSA-N
InChi (Click to copy)
InChI=1S/C34H54O8/c1-15(2)17(4)31(7)14-22(31)16(3)21-12-23(40-18(5)35)25-24-26(28(39)29(33(21,25)9)41-19(6)36)32(8)11-10-20(37)13-34(32)30(42-34)27(24)38/h15-17,20-30,37-39H,10-14H2,1-9H3/t16-,17+,20-,21+,22+,23-,24-,25-,26+,27-,28-,29+,30+,31+,32+,33+,34+/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)C[C@H](OC(=O)C)[C@@]4([H])[C@]3([H])[C@H](O)[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
10995527

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 6
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 587.64
Topological Polar Surface Area 125.82
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 6.12
Molar Refractivity 158.34

Admin

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