CHEBI:66600 - luzonidial B

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ChEBI Name luzonidial B
Definition An iridoid monoterpenoid that is cyclopentene substituted by a formyl group at position 3, a hydroxymethyl group at position 2, 3-oxopropen-2yl group at position 4 and a cis-4-coumaroyloxy moiety at position 1 (the 1S,4R stereoisomer). Isolated from the leaves of Viburnum luzonicum, it exhibits antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C19H18O6
Net Charge 0
Average Mass 342.34260
Monoisotopic Mass 342.11034
InChI InChI=1S/C19H18O6/c1-12(9-20)15-8-18(17(11-22)16(15)10-21)25-19(24)7-4-13-2-5-14(23)6-3-13/h2-7,9-10,15,18,22-23H,1,8,11H2/b7-4-/t15-,18+/m1/s1
SMILES OCC1=C(C=O)[C@H](C[C@@H]1OC(=O)\C=C/c1ccc(O)cc1)C(=C)C=O
Metabolite of Species Details
Viburnum luzonicum (IPNI:149799-1) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): 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 luzonidial B (CHEBI:66600) has functional parent cis-4-coumaric acid (CHEBI:17450)
luzonidial B (CHEBI:66600) has role antineoplastic agent (CHEBI:35610)
luzonidial B (CHEBI:66600) has role metabolite (CHEBI:25212)
luzonidial B (CHEBI:66600) is a aldehyde (CHEBI:17478)
luzonidial B (CHEBI:66600) is a cinnamate ester (CHEBI:36087)
luzonidial B (CHEBI:66600) is a iridoid monoterpenoid (CHEBI:50563)
luzonidial B (CHEBI:66600) is a phenols (CHEBI:33853)
(1S,4R)-3-formyl-2-(hydroxymethyl)-4-(3-oxoprop-1-en-2-yl)cyclopent-2-en-1-yl (2Z)-3-(4-hydroxyphenyl)prop-2-enoate
Registry Number Type Source
10129766 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15635247 PubMed citation Europe PMC
Last Modified
26 March 2013