CHEBI:73107 - maprounic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name maprounic acid
ChEBI ID CHEBI:73107
Definition A pentacyclic triterpenoid isolated from Maprounea africana and has been shown to exhibit inhibitory activity against HIV-1 reverse transcriptase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H48O3
Net Charge 0
Average Mass 456.70030
Monoisotopic Mass 456.36035
InChI InChI=1S/C30H48O3/c1-25(2)16-17-30(24(32)33)15-10-21-28(6)12-8-19-26(3,4)23(31)11-14-27(19,5)20(28)9-13-29(21,7)22(30)18-25/h10,19-20,22-23,31H,8-9,11-18H2,1-7H3,(H,32,33)/t19-,20+,22-,23-,27-,28+,29+,30+/m0/s1
InChIKey BHHPRAFMEFGOLZ-QVUWEPBXSA-N
SMILES [H][C@@]12CC[C@@]3(C)C4=CC[C@]5(CCC(C)(C)C[C@@]5([H])[C@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@H](O)C2(C)C)C(O)=O
Metabolite of Species Details
Maprounea africana (NCBI:txid316848) 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.
HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing maprounic acid (CHEBI:73107) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
maprounic acid (CHEBI:73107) has role plant metabolite (CHEBI:76924)
maprounic acid (CHEBI:73107) is a hydroxy monocarboxylic acid (CHEBI:35868)
maprounic acid (CHEBI:73107) is a pentacyclic triterpenoid (CHEBI:25872)
Incoming 1β-hydroxymaprounic acid 3-p-hydroxybenzoate (CHEBI:66671) has functional parent maprounic acid (CHEBI:73107)
2α-hydroxymaprounic acid 2,3-bis-p-hydroxybenzoate (CHEBI:66672) has functional parent maprounic acid (CHEBI:73107)
IUPAC Name
(4aS,6bR,8aR,10S,12aR,12bR,14aS,14bS)-10-hydroxy-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-octadecahydropicene-4a(2H)-carboxylic acid
Synonym Source
aleuritolic acid ChEBI
Registry Numbers Types Sources
26549-17-7 CAS Registry Number ChemIDplus
2823779 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22493952 PubMed citation Europe PMC
2723669 PubMed citation Europe PMC
6631436 PubMed citation Europe PMC
7515410 PubMed citation Europe PMC
Last Modified
14 April 2015