COROSOLIC ACID

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 Search

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

Molecular Formula	C30H48O4
Molecular Weight	472.6997
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	11 / 11
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15256748
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

Targets

Primary Target	Pharmacology	Potency
Insulin signaling pathway 1 Target ID: map04910 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15256748	Modulator 828
Lysosomal alpha-glucosidase 9 Target ID: CHEMBL2608 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19107840	Inhibitor 8297	7.46 µM [IC50]
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 4 Target ID: CHEMBL2111345 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27663281	Activator 1430
Vascular endothelial growth factor receptor 2 104 Target ID: CHEMBL279 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25978354	Inhibitor 8297	0.95 µM [IC50]
Jak-STAT signaling pathway 9 Target ID: map04630 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21073634	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Type 2 diabetes mellitus 259 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16508174	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Evaluation of pentacyclic triterpenes found in Perilla frutescens for inhibition of skin tumor promotion by 12-O-tetradecanoylphorbol-13-acetate.	2015 Nov 17	26513295

Patents

Sample Use Guides

In Vivo Use Guide

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

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

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:21:15 UTC 2023` Edited by `admin` on `Sat Dec 16 08:21:15 UTC 2023`
Record UNII	AMX2I57A98
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

COROSOLIC ACID

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)