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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H46O5
Molecular Weight 486.6832
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CEANOTHIC ACID

SMILES

CC(=C)[C@@H]1CC[C@@]2(CC[C@]3(C)[C@H](CC[C@@H]4[C@]5(C)[C@@H](CC[C@@]34C)C(C)(C)[C@@H](O)[C@@H]5C(O)=O)[C@@H]12)C(O)=O

InChI

InChIKey=WLCHQSHZHFLMJH-VILVJDKQSA-N
InChI=1S/C30H46O5/c1-16(2)17-10-13-30(25(34)35)15-14-27(5)18(21(17)30)8-9-20-28(27,6)12-11-19-26(3,4)23(31)22(24(32)33)29(19,20)7/h17-23,31H,1,8-15H2,2-7H3,(H,32,33)(H,34,35)/t17-,18+,19-,20-,21+,22+,23-,27+,28+,29-,30-/m0/s1

HIDE SMILES / InChI

Description

Ceanothic acid, a substance previously isolated by Julian, Pikl, and Dawson, has been shown to be a triterpenoid related to the lupeol–betulin group, but in which ring A is five-membered. It has been degraded to the keto ester A norbetulonic acid methyl ester, a substance of defined constitution and stereochemistry. A recent study revealed that Paliurus ramossisimus (Rhamnaceae) is rich in ceanothic acid. Ceanothic Acid shows potent cytotoxicity on OVCAR-3, HeLa, and FS-5 Cells

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Ceanothic Acid (10 ug/mL) shows potent cytotoxicity on OVCAR-3, HeLa, and FS-5 Cells.