EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66402 - 8,8a-epoxymorellic acid

Default Structure
ChEBI IDCHEBI:66402
ChEBI Name8,8a-epoxymorellic acid
Stars
DefinitionAn epoxide that is the 8,8a-epoxy derivative of morellic acid. Isolated from Garcinia hanburyi it exhibits cytotoxic and anti-HIV activity..
Last Modified27 June 2014
DownloadsMolfile
FormulaC33H36O9
Net Charge0
Average Mass576.642
Monoisotopic Mass576.23593
SMILES[H][C@]12OC(C)(C)[C@]3(C/C=C(/C)C(=O)O)C[C@]([H])(C1=O)C1OC14C(=O)c1c(O)c5c(c(CC=C(C)C)c1O[C@]432)OC(C)(C)C=C5
InChIInChI=1S/C33H36O9/c1-15(2)8-9-18-23-17(11-12-29(4,5)39-23)21(34)20-24(18)40-33-27-22(35)19(26-32(33,42-26)25(20)36)14-31(33,30(6,7)41-27)13-10-16(3)28(37)38/h8,10-12,19,26-27,34H,9,13-14H2,1-7H3,(H,37,38)/b16-10-/t19-,26?,27+,31+,32?,33+/m1/s1
InChIKeyDHCUJGJZVIRMQU-ZZBIGSJJSA-N
Species of MetaboliteComponentSourceComments
Garcinia hanburyi (ncbitaxon:231906)
latex (BTO:0000710) PubMed (17117343) Previous component: resin;
fruit (BTO:0000486) PubMed (17117343)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
8,8a-epoxymorellic acid (CHEBI:66402) has functional parent morellic acid (CHEBI:66401)
8,8a-epoxymorellic acid (CHEBI:66402) has role anti-HIV-1 agent (CHEBI:64947)
8,8a-epoxymorellic acid (CHEBI:66402) has role antineoplastic agent (CHEBI:35610)
8,8a-epoxymorellic acid (CHEBI:66402) has role metabolite (CHEBI:25212)
8,8a-epoxymorellic acid (CHEBI:66402) is a cyclic ketone (CHEBI:3992)
8,8a-epoxymorellic acid (CHEBI:66402) is a dioxo monocarboxylic acid (CHEBI:35951)
8,8a-epoxymorellic acid (CHEBI:66402) is a epoxide (CHEBI:32955)
8,8a-epoxymorellic acid (CHEBI:66402) is a organic heterohexacyclic compound (CHEBI:51914)
8,8a-epoxymorellic acid (CHEBI:66402) is a phenols (CHEBI:33853)
8,8a-epoxymorellic acid (CHEBI:66402) is a polycyclic cage (CHEBI:33640)
8,8a-epoxymorellic acid (CHEBI:66402) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
IUPAC Name 
(2Z)-4-[(2S,3aR,6S,6aR)-13-hydroxy-5,5,10,10-tetramethyl-8-(3-methylbut-2-en-1-yl)-3,14-dioxo-1a,2,3,3a-tetrahydro-10H,14H-2,6-methanofuro[3,2-g]oxireno[k]pyrano[3,2-b]xanthen-6(5H)-yl]-2-methylbut-2-enoic acid
Registry NumbersSources
Reaxys:11109913Reaxys
Citations