CHEBI:66840 - 7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine

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ChEBI Name 7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine
ChEBI ID CHEBI:66840
ChEBI ASCII Name 7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine
Definition A indolocarbazole alkaloid that is 4'-N-demethyl staurosporine substituted by hydroxy groups at positions 8 and 9 and an xo group at position 7. Isolated from Cystodytes solitus, it exhibits antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H22N4O6
Net Charge 0
Average Mass 498.48680
Monoisotopic Mass 498.15393
InChI InChI=1S/C27H22N4O6/c1-27-24(36-2)11(28)9-15(37-27)30-12-6-4-3-5-10(12)16-19-20(26(35)29-25(19)34)18-17-13(7-8-14(32)23(17)33)31(27)22(18)21(16)30/h3-8,11,15,24,32-33H,9,28H2,1-2H3,(H,29,34,35)/t11-,15-,24-,27+/m1/s1
InChIKey MPFXTYXHOXVKPU-YWVZRHFBSA-N
SMILES [H][C@]12C[C@@H](N)[C@@H](OC)[C@](C)(O1)n1c3ccc(O)c(O)c3c3c4C(=O)NC(=O)c4c4c5ccccc5n2c4c13
Metabolite of Species Details
Cystodytes solitus (WORMS:250443) 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.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine (CHEBI:66840) has functional parent staurosporine (CHEBI:15738)
7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine (CHEBI:66840) has role antineoplastic agent (CHEBI:35610)
7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine (CHEBI:66840) has role metabolite (CHEBI:25212)
7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine (CHEBI:66840) is a indolocarbazole (CHEBI:51915)
7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine (CHEBI:66840) is a indolocarbazole alkaloid (CHEBI:37697)
7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine (CHEBI:66840) is a organic heterooctacyclic compound (CHEBI:38165)
7-oxo-8,9-dihydroxy-4'-N-demethyl staurosporine (CHEBI:66840) is a phenols (CHEBI:33853)
IUPAC Name
(5S,6R,7R,9R)-7-amino-1,2-dihydroxy-6-methoxy-5-methyl-6,7,8,9-tetrahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacene-14,16(15H)-dione
Synonym Source
(2S,3R,4R,6R)-4-amino-22,23-dihydroxy-3-methoxy-2-methyl-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1[2,6].0[7,28].0[8,13].0[15,19].0[20,27].0[21,26]]nonacosa-8,10,12,14,19,21,23,25,27-nonaene-16,18-dione ChEBI
Citation Waiting for Citations Type Source
18484775 PubMed citation Europe PMC
Last Modified
19 April 2013