CHEBI:68931 - bruceine D

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name bruceine D
ChEBI ID CHEBI:68931
Definition A quassinoid that is 13,20-epoxypicras-3-ene substituted by hydroxy groups at positions 1, 11, 12, 14 and 15 and oxo groups at positions 2 and 16. Isolated from the ethanol extract of the stem of Brucea mollis, it exhibits cytotoxic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3191
Supplier Information
Download Molfile XML SDF
Formula C20H26O9
Net Charge 0
Average Mass 410.41500
Monoisotopic Mass 410.15768
InChI InChI=1S/C20H26O9/c1-7-4-9(21)13(23)17(2)8(7)5-10-19-6-28-18(3,14(24)11(22)12(17)19)20(19,27)15(25)16(26)29-10/h4,8,10-15,22-25,27H,5-6H2,1-3H3/t8-,10+,11+,12+,13+,14-,15-,17-,18+,19+,20+/m0/s1
InChIKey JBDMZGKDLMGOFR-KQSRGDCESA-N
SMILES CC1=CC(=O)[C@@H](O)[C@@]2(C)[C@H]1C[C@H]1OC(=O)[C@H](O)[C@@]3(O)[C@]4(C)OC[C@]13[C@@H]2[C@@H](O)[C@@H]4O
Metabolite of Species Details
Brucea mollis (NCBI:txid43723) Found in stem (BTO:0001300). Ethanolic extract of air-dried and powdered stems 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.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bruceine D (CHEBI:68931) has parent hydride picrasane (CHEBI:36506)
bruceine D (CHEBI:68931) has role antineoplastic agent (CHEBI:35610)
bruceine D (CHEBI:68931) has role metabolite (CHEBI:25212)
bruceine D (CHEBI:68931) has role plant metabolite (CHEBI:76924)
bruceine D (CHEBI:68931) is a δ-lactone (CHEBI:18946)
bruceine D (CHEBI:68931) is a organic heteropentacyclic compound (CHEBI:38164)
bruceine D (CHEBI:68931) is a pentol (CHEBI:37205)
bruceine D (CHEBI:68931) is a quassinoid (CHEBI:72485)
bruceine D (CHEBI:68931) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name
(1β,11β,12α,15β)-1,11,12,14,15-pentahydroxy-13,20-epoxypicras-3-ene-2,16-dione
Manual Xrefs Databases
C00003702 KNApSAcK
C08752 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
21499-66-1 CAS Registry Number KEGG COMPOUND
21499-66-1 CAS Registry Number ChemIDplus
9674394 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22070654 PubMed citation Europe PMC
Last Modified
06 February 2018