CHEBI:67916 - 2α,3β,23-trihydroxylup-20(29)-en-28-oic acid

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ChEBI Name 2α,3β,23-trihydroxylup-20(29)-en-28-oic acid
ChEBI ID CHEBI:67916
ChEBI ASCII Name 2alpha,3beta,23-trihydroxylup-20(29)-en-28-oic acid
Definition A pentacyclic triterpenoid that is lup-20(29)-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 23 respectively (the 2α,3β-stereoisomer). It has been isolated from the leaves of Rosa laevigata.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H48O5
Net Charge 0
Average Mass 488.69910
Monoisotopic Mass 488.35017
InChI InChI=1S/C30H48O5/c1-17(2)18-9-12-30(25(34)35)14-13-28(5)19(23(18)30)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h18-24,31-33H,1,7-16H2,2-6H3,(H,34,35)/t18-,19+,20+,21+,22+,23+,24-,26-,27-,28+,29+,30-/m0/s1
InChIKey BHOYLWIIJSSSSI-STNOFSRUSA-N
SMILES CC(=C)[C@@H]1CC[C@@]2(CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]12)C(O)=O
Metabolite of Species Details
Rosa laevigata (NCBI:txid74652) Found in leaf (BTO:0000713). 70% EtOH extract of dried leaves See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2α,3β,23-trihydroxylup-20(29)-en-28-oic acid (CHEBI:67916) has parent hydride lupane (CHEBI:36485)
2α,3β,23-trihydroxylup-20(29)-en-28-oic acid (CHEBI:67916) has role plant metabolite (CHEBI:76924)
2α,3β,23-trihydroxylup-20(29)-en-28-oic acid (CHEBI:67916) is a hydroxy monocarboxylic acid (CHEBI:35868)
2α,3β,23-trihydroxylup-20(29)-en-28-oic acid (CHEBI:67916) is a pentacyclic triterpenoid (CHEBI:25872)
2α,3β,23-trihydroxylup-20(29)-en-28-oic acid (CHEBI:67916) is a triol (CHEBI:27136)
IUPAC Name
(2α,3β)-2,3,23-trihydroxylup-20(29)-en-28-oic acid
Registry Number Type Source
8088063 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21384845 PubMed citation Europe PMC
Last Modified
27 May 2015