Structure Database (LMSD)

H HO H H O O O H
Common Name
Galaxaurol A
Systematic Name
methyl 3β-hydroxy-23-oxocycloart-24-en-29-oate
Synonyms
LM ID
LMST01100034
Formula
C31H48O4
Exact Mass
Calculate m/z
484.35526
Sum Composition
ST 31:4;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cycloartanols and derivatives [ST0110]

String Representations

InChiKey (Click to copy)
WCTQNJIEOIIOLD-DBSFMEOISA-N
InChi (Click to copy)
InChI=1S/C31H48O4/c1-19(2)16-21(32)17-20(3)22-10-12-28(5)23-8-9-24-29(6,26(34)35-7)25(33)11-13-30(24)18-31(23,30)15-14-27(22,28)4/h16,20,22-25,33H,8-15,17-18H2,1-7H3/t20-,22-,23+,24+,25+,27-,28+,29+,30-,31+/m1/s1
SMILES (Click to copy)
C1C[C@@]23C[C@]42CC[C@H](O)[C@@](C)(C(=O)OC)[C@]4([H])CC[C@@]3([H])[C@]2(C)CC[C@]([H])([C@@](C)([H])CC(=O)/C=C(\C)/C)[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Galaxaura (#2645085)
Florideophyceae (#2806)
Cycloartanes from the red alga Galaxaura sp.,
J Asian Nat Prod Res, 2005
Pubmed ID: 15621603

Other Databases

PubChem CID
163114753

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 510.30
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.79
Molar Refractivity 137.96

Admin

Created at
18th Jul 2021
Updated at
18th Jul 2021