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CHEBI:65410 - anolignan A

ChEBI IDCHEBI:65410
ChEBI Nameanolignan A
Stars
DefinitionA lignan that consists of buta-1,3-diene substituted by a 2,4-dihydroxybenzyl group at position 2 and a 1,3-benzodioxol-5-ylmethyl group at position 3. It is isolated from the ground stems of Anogeissus acuminata and exhibits anti-HIV activity by inhibiting HIV-1 reverse transcriptase enzyme.
Last Modified7 November 2012
DownloadsMolfile
FormulaC19H18O4
Net Charge0
Average Mass310.349
Monoisotopic Mass310.12051
SMILESC=C(Cc1ccc2c(c1)OCO2)C(=C)Cc1ccc(O)cc1O
InChIInChI=1S/C19H18O4/c1-12(7-14-3-6-18-19(9-14)23-11-22-18)13(2)8-15-4-5-16(20)10-17(15)21/h3-6,9-10,20-21H,1-2,7-8,11H2
InChIKeyHFSAUGRJONZEDN-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Anogeissus acuminata (ncbitaxon:155018) stem (BTO:0001300) PubMed (7525878) Ground stem
Roles Classification
Biological Roles:
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
anolignan A (CHEBI:65410) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
anolignan A (CHEBI:65410) has role metabolite (CHEBI:25212)
anolignan A (CHEBI:65410) is a benzodioxoles (CHEBI:38298)
anolignan A (CHEBI:65410) is a lignan (CHEBI:25036)
anolignan A (CHEBI:65410) is a resorcinols (CHEBI:33572)
IUPAC Name 
4-[3-(1,3-benzodioxol-5-ylmethyl)-2-methylidenebut-3-en-1-yl]benzene-1,3-diol
Synonym  Source
2-(2',4'-dihydroxybenzyl)-3-(3'',4''-methylenedioxybenzyl)- 1,3-butadieneChemIDplus
Registry NumbersSources
Reaxys:8578143Reaxys
CAS:158081-97-1ChemIDplus
Citations