Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMPR0106180017
Common NameChletric acid
Systematic Name3β,19α,23,24-tetrahydroxyurs-12-en-28-oic acid methyl ester
Synonyms-
Exact Mass
518.3607 (neutral)    Calculate m/z:
FormulaC31H50O6
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC30 isoprenoids (triterpenes) [PR0106]
Class Level 4Taraxastane, ursane and bauerane triterpenoids [PR010618]
PubChem CID101670613
InChIKeyTXJQTZQVBOZFPM-MXJSZYKRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C31H50O6/c1-19-9-14-30(25(35)37-6)16-15-27(3)20(24(30)29(19,5)36)7-8-21-26(2)12-11-23(34)31(17-32,18-33)22(26)10-13-28(21,27)4/h7,19,21-24,32-34,36H,8-18H2,1-6H3/t19-,21-,22-,23+,24-,26-,27-,28-,29-,30+/m1/s1
Click to highlight InChI
SMILES
C1[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C2[C@@]3(C)CC[C@]3(C(=O)OC)[C@@]2([H])[C@@](O)(C)[C@H](C)CC3)C(CO)(CO)[C@@H](O)C1
Click to highlight SMILES
StatusActive
ReferencesHeterophynone and methyl ester of Colic acid, two new compounds with antimicrobial activity from Cola heterophylla (Sterculiaceae)
Nat Prod Res. 2020
DOI: 10.1080/14786419.2020.1777412
PMID: 32530301
Calculated physicochemical properties (?):
 Heavy Atoms37Rings5Aromatic Rings0Rotatable Bonds4
 van der Waals
Molecular Volume
530.52Topological Polar
Surface Area
107.22Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
6
 logP5.38Molar
Refractivity
143.28