CHEBI:66401 - morellic acid

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ChEBI Name morellic acid
ChEBI ID CHEBI:66401
Definition A dioxo monocarboxylic acid derived from morellin by oxidation of the aldehyde group to the corresponding carboxy group. Isolated from Garcinia morella and Garcinia hanburyi, it exhibits antineoplastic, antibacterial and anti-HIV activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C33H36O8
Net Charge 0
Average Mass 560.63410
Monoisotopic Mass 560.24102
InChI InChI=1S/C33H36O8/c1-16(2)8-9-20-26-19(11-12-30(4,5)39-26)24(35)22-25(36)21-14-18-15-32(13-10-17(3)29(37)38)31(6,7)41-28(23(18)34)33(21,32)40-27(20)22/h8,10-12,14,18,28,35H,9,13,15H2,1-7H3,(H,37,38)/b17-10-/t18-,28+,32+,33+/m1/s1
InChIKey ITPZQGLNWWAFMF-FXQQNLISSA-N
SMILES [H][C@@]12C[C@@]3(C\C=C(\C)C(O)=O)C(C)(C)O[C@@]([H])(C1=O)[C@]31Oc3c(CC=C(C)C)c4OC(C)(C)C=Cc4c(O)c3C(=O)C1=C2
Metabolite of Species Details
Garcinia morella (IPNI:428103-1) See: DOI
Garcinia hanburyi (NCBI:txid231906) Found in latex (BTO:0000710). Previous component: resin; See: PubMed
Garcinia hanburyi (NCBI:txid231906) Found in fruit (BTO:0000486). 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): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
anti-HIV-1 agent
An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing morellic acid (CHEBI:66401) has functional parent morellin (CHEBI:6995)
morellic acid (CHEBI:66401) has role anti-HIV-1 agent (CHEBI:64947)
morellic acid (CHEBI:66401) has role antibacterial agent (CHEBI:33282)
morellic acid (CHEBI:66401) has role antineoplastic agent (CHEBI:35610)
morellic acid (CHEBI:66401) has role metabolite (CHEBI:25212)
morellic acid (CHEBI:66401) is a cyclic ether (CHEBI:37407)
morellic acid (CHEBI:66401) is a cyclic ketone (CHEBI:3992)
morellic acid (CHEBI:66401) is a dioxo monocarboxylic acid (CHEBI:35951)
morellic acid (CHEBI:66401) is a organic heterohexacyclic compound (CHEBI:51914)
morellic acid (CHEBI:66401) is a phenols (CHEBI:33853)
morellic acid (CHEBI:66401) is a polycyclic cage (CHEBI:33640)
Incoming 8,8a-epoxymorellic acid (CHEBI:66402) has functional parent morellic acid (CHEBI:66401)
IUPAC Name
(2Z)-4-[(1R,3aS,5S,14aS)-8-hydroxy-3,3,11,11-tetramethyl-13-(3-methylbut-2-en-1-yl)-7,15-dioxo-5,7-dihydro-3H,11H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-3a(4H)-yl]-2-methylbut-2-enoic acid
Citations Waiting for Citations Types Sources
15997152 PubMed citation Europe PMC
17117343 PubMed citation Europe PMC
20730041 PubMed citation Europe PMC
21067206 PubMed citation Europe PMC
8835458 PubMed citation Europe PMC
Last Modified
11 April 2013