CHEBI:5724 - hippeastrine

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ChEBI Name hippeastrine
ChEBI ID CHEBI:5724
Definition An indole alkaloid isolated from the Amaryllidaceae family and has been shown to exhibit cytotoxic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C17H17NO5
Net Charge 0
Average Mass 315.32060
Monoisotopic Mass 315.11067
InChI InChI=1S/C17H17NO5/c1-18-3-2-8-4-11(19)16-14(15(8)18)9-5-12-13(22-7-21-12)6-10(9)17(20)23-16/h4-6,11,14-16,19H,2-3,7H2,1H3/t11-,14-,15+,16+/m0/s1
InChIKey DGQPIOQRPAGNGB-DANNLKNASA-N
SMILES [H][C@]12OC(=O)c3cc4OCOc4cc3[C@@]1([H])[C@]1([H])N(C)CCC1=C[C@@H]2O
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.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hippeastrine (CHEBI:5724) has role antineoplastic agent (CHEBI:35610)
hippeastrine (CHEBI:5724) has role metabolite (CHEBI:25212)
hippeastrine (CHEBI:5724) is a δ-lactone (CHEBI:18946)
hippeastrine (CHEBI:5724) is a indole alkaloid (CHEBI:38958)
hippeastrine (CHEBI:5724) is a organic heteropentacyclic compound (CHEBI:38164)
hippeastrine (CHEBI:5724) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(5S,5aS,12bS,12cS)-5-hydroxy-1-methyl-2,3,5,5a,12b,12c-hexahydro[1,3]dioxolo[6,7]isochromeno[3,4-g]indol-7(1H)-one
Manual Xrefs Databases
C00001572 KNApSAcK
C08528 KEGG COMPOUND
LSM-3588 LINCS
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Registry Numbers Types Sources
477-17-8 CAS Registry Number ChemIDplus
51553 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
8229020 PubMed citation Europe PMC
Last Modified
25 February 2016