Drug General Information
Drug ID
D07LUJ
Former ID
DNC007423
Drug Name
URSOLIC ACID
Drug Type
Small molecular drug
Indication Discovery agent Investigative [530285]
Structure
Download
2D MOL

3D MOL

Formula
C30H48O3
Canonical SMILES
CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)<br />C(=O)O
InChI
1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1
InChIKey
WCGUUGGRBIKTOS-GPOJBZKASA-N
PubChem Compound ID
Target and Pathway
Target(s) Corticosteroid 11-beta-dehydrogenase, isozyme 1 Target Info Inhibitor [530656]
Phospholipase A2 Target Info Inhibitor [527616]
DNA polymerase Target Info Inhibitor [525684]
Glycogen phosphorylase, muscle form Target Info Inhibitor [530285]
mRNA of Protein tyrosine phosphatase-1B Target Info Inhibitor [530454]
BioCyc Pathway PhospholipasesPWY-5941:Glycogenolysis
KEGG Pathway Steroid hormone biosynthesis
Metabolism of xenobiotics by cytochrome P450
Metabolic pathways
Chemical carcinogenesishsa00564:Glycerophospholipid metabolism
Ether lipid metabolism
Arachidonic acid metabolism
Linoleic acid metabolism
alpha-Linolenic acid metabolism
Ras signaling pathway
Vascular smooth muscle contraction
Pancreatic secretion
Fat digestion and absorptionhsa00500:Starch and sucrose metabolism
Insulin signaling pathway
Glucagon signaling pathwayhsa04520:Adherens junction
NetPath Pathway IL1 Signaling Pathway
FSH Signaling PathwayNetPath_25:FSH Signaling Pathway
PANTHER Pathway Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathwayP00012:Cadherin signaling pathway
Pathway Interaction Database Fc-epsilon receptor I signaling in mast cellsinsulin_pathway:Insulin Pathway
Signaling events mediated by Hepatocyte Growth Factor Receptor (c-Met)
Signaling events mediated by PTP1B
Calcineurin-regulated NFAT-dependent transcription in lymphocytes
Signaling events mediated by TCPTP
IGF1 pathway
EGF receptor (ErbB1) signaling pathway
Posttranslational regulation of adherens junction stability and dissassembly
PDGFR-beta signaling pathway
N-cadherin signaling events
PathWhiz Pathway Steroidogenesis
Reactome Glucocorticoid biosynthesisR-HSA-1482788:Acyl chain remodelling of PC
Acyl chain remodelling of PE
Acyl chain remodelling of PIR-HSA-354192:Integrin alphaIIb beta3 signaling
Regulation of IFNG signaling
Regulation of IFNA signaling
Growth hormone receptor signaling
WikiPathways Prostaglandin Synthesis and Regulation
Metabolism of steroid hormones and vitamin D
Glucocorticoid & Mineralcorticoid MetabolismWP2740:Glycerophospholipid biosynthesisWP500:Glycogen Metabolism
Metabolism of carbohydratesWP481:Insulin Signaling
Growth hormone receptor signaling
Leptin signaling pathway
Interferon gamma signaling
Interferon alpha/beta signaling
Integrin alphaIIb beta3 signaling
References
Ref 530285J Nat Prod. 2009 Aug;72(8):1414-8.Synthesis of 3-deoxypentacyclic triterpene derivatives as inhibitors of glycogen phosphorylase.
Ref 525684J Nat Prod. 1999 Dec;62(12):1624-6.DNA polymerase beta inhibitors from Baeckea gunniana.
Ref 527616Bioorg Med Chem Lett. 2005 Sep 15;15(18):4100-4.Synthesis of benzoyl phenyl benzoates as effective inhibitors for phospholipase A2 and hyaluronidase enzymes.
Ref 530285J Nat Prod. 2009 Aug;72(8):1414-8.Synthesis of 3-deoxypentacyclic triterpene derivatives as inhibitors of glycogen phosphorylase.
Ref 530454Bioorg Med Chem Lett. 2009 Dec 1;19(23):6745-9. Epub 2009 Oct 1.Cytotoxic and PTP1B inhibitory activities from Erythrina abyssinica.
Ref 530656Bioorg Med Chem. 2010 Feb 15;18(4):1507-15. Epub 2010 Jan 11.11beta-Hydroxysteroid dehydrogenase 1 inhibiting constituents from Eriobotrya japonica revealed by bioactivity-guided isolation and computational approaches.

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