JSON

weigelic acid

^ http://purl.obolibrary.org/obo/CHEBI_66321


A pentacyclic triterpenoid that is urs-12-ene substituted by hydroxy groups at positions 1, 2, 3 and 23 and a carboxy group at position 28 (the 1beta,2alpha,3alpha stereoisomer). Isolated from Weigela subsessilis, it exhibits anticomplement activity against complement induced hemolysis.

Synonyms: (1beta,2alpha,3alpha)-1,2,3,23-tetrahydroxyurs-12-en-28-oic acid

Term info

database cross reference
  • Reaxys:10508037 (Reaxys)
  • PMID:16595930 (Europe PMC)
  • Chemspider:8777001
Subsets

3_STAR

IUPAC NAME
(1beta,2alpha,3alpha)-1,2,3,23-tetrahydroxyurs-12-en-28-oic acid [ IUPAC ]

charge

0

formula

C30H48O6

has obo namespace

chebi_ontology

id

CHEBI:66321

inchi

InChI=1S/C30H48O6/c1-16-9-12-30(25(35)36)14-13-27(4)18(21(30)17(16)2)7-8-20-28(27,5)11-10-19-26(3,15-31)23(33)22(32)24(34)29(19,20)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19+,20+,21+,22+,23-,24-,26+,27-,28-,29+,30+/m1/s1

inchikey

NFPZOORPDJBGME-BLOZSHLCSA-N

mass

504.69850

monoisotopicmass

504.34509

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@H](O)[C@@H](O)[C@@H](O)[C@@]2(C)CO