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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H48O4
Molecular Weight 472.6997
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COROSOLIC ACID

SMILES

[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)C[C@@H](O)[C@H](O)C2(C)C

InChI

InChIKey=HFGSQOYIOKBQOW-ZSDYHTTISA-N
InChI=1S/C30H48O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/26926180 | https://www.ncbi.nlm.nih.gov/pubmed/24260055 | https://www.ncbi.nlm.nih.gov/pubmed/25978354

Corosolic acid is a pentacyclic triterpene acid isolated from Lagerstroemia speciosa. It inhibits STAT3 and VEGFR2 signaling and has cytotoxic effect on a number of tumor cell lines. Corosolic acid has demonstrated anti-diabetic effect in vivo, probably due to facilitation of GLUT4 translocation or AMPK activation.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Ursolic acid and its natural derivative corosolic acid suppress the proliferation of APC-mutated colon cancer cells through promotion of β-catenin degradation.
2014 May
Blockade of store-operated calcium entry alleviates ethanol-induced hepatotoxicity via inhibiting apoptosis.
2015 Aug 15
Patents

Sample Use Guides

Corosolic acid (0.4, 2, 10 mg/kg) was dissolved in 20 ml of distilled water was administered orally to KK-Ay strain male mice.
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: See https://www.ncbi.nlm.nih.gov/pubmed/25978354 for VEGFR2 inhibition and related cytotoxicity experiments.
U373 cells were cultured in a 96-well plate in quadruplicate before treatment. The cells were then cultured in the presence of corosolic acid. For analysis of cytotoxic activity, the amount of lactase dehydrogenase (LDH) released into the culture supernatant was calculated by means of the LDH release assay. Corosolic acid is cytotoxic in concentration range of around 50 uM
Name Type Language
COROSOLIC ACID
USP-RS  
Common Name English
URS-12-EN-28-OIC ACID, 2,3-DIHYDROXY-, (2.ALPHA.,3.BETA.)-
Common Name English
2-.ALPHA.-HYDROXYURSOLIC ACID
Common Name English
COROSOLIC ACID [USP-RS]
Common Name English
COROSOLIC ACID (CONSTITUENT OF BANABA LEAF) [DSC]
Common Name English
Classification Tree Code System Code
DSLD 3391 (Number of products:8)
Created by admin on Sat Dec 16 08:21:15 GMT 2023 , Edited by admin on Sat Dec 16 08:21:15 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID70904142
Created by admin on Sat Dec 16 08:21:15 GMT 2023 , Edited by admin on Sat Dec 16 08:21:15 GMT 2023
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WIKIPEDIA
Corosolic acid
Created by admin on Sat Dec 16 08:21:15 GMT 2023 , Edited by admin on Sat Dec 16 08:21:15 GMT 2023
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CAS
4547-24-4
Created by admin on Sat Dec 16 08:21:15 GMT 2023 , Edited by admin on Sat Dec 16 08:21:15 GMT 2023
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EVMPD
SUB26449
Created by admin on Sat Dec 16 08:21:15 GMT 2023 , Edited by admin on Sat Dec 16 08:21:15 GMT 2023
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RS_ITEM_NUM
1148737
Created by admin on Sat Dec 16 08:21:15 GMT 2023 , Edited by admin on Sat Dec 16 08:21:15 GMT 2023
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SMS_ID
100000089654
Created by admin on Sat Dec 16 08:21:15 GMT 2023 , Edited by admin on Sat Dec 16 08:21:15 GMT 2023
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PUBCHEM
6918774
Created by admin on Sat Dec 16 08:21:15 GMT 2023 , Edited by admin on Sat Dec 16 08:21:15 GMT 2023
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FDA UNII
AMX2I57A98
Created by admin on Sat Dec 16 08:21:15 GMT 2023 , Edited by admin on Sat Dec 16 08:21:15 GMT 2023
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