CHEBI:63924 - riddelliine

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ChEBI Name riddelliine
ChEBI ID CHEBI:63924
Definition A macrolide that is 13,19-didehydrosenecionan bearing two additional hydroxy substituents at positions 12 and 18 as well as two additional oxo groups at positions 11 and 16.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H23NO6
Net Charge 0
Average Mass 349.37830
Monoisotopic Mass 349.153
InChI InChI=1S/C18H23NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,14-15,20,23H,2,5-10H2,1H3/b12-3-/t14-,15-,18-/m1/s1
InChIKey SVCNNZDUGWLODJ-RAYFHMIRSA-N
SMILES [H][C@@]12[C@H]3CCN1CC=C2COC(=O)[C@@](O)(CO)C(=C)C\C(=C\C)C(=O)O3
Roles Classification
Biological Role(s): genotoxin
A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells.
mutagen
An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
carcinogenic agent
A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
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ChEBI Ontology
Outgoing riddelliine (CHEBI:63924) has functional parent senecionan (CHEBI:36330)
riddelliine (CHEBI:63924) has role carcinogenic agent (CHEBI:50903)
riddelliine (CHEBI:63924) has role genotoxin (CHEBI:50902)
riddelliine (CHEBI:63924) has role mutagen (CHEBI:25435)
riddelliine (CHEBI:63924) is a macrolide (CHEBI:25106)
riddelliine (CHEBI:63924) is a olefinic compound (CHEBI:78840)
riddelliine (CHEBI:63924) is a organic heterotricyclic compound (CHEBI:26979)
riddelliine (CHEBI:63924) is a pyrrolizine alkaloid (CHEBI:38521)
Incoming riddelliine N-oxide (CHEBI:136421) has functional parent riddelliine (CHEBI:63924)
IUPAC Name
(15Z)-12,18-dihydroxy-13,19-didehydrosenecionan-11,16-dione
Synonyms Sources
18-Hydroxyseneciphylline KEGG COMPOUND
Riddeliin ChemIDplus
Riddeliine ChemIDplus
Riddelline ChemIDplus
Manual Xrefs Databases
C00002110 KNApSAcK
C10375 KEGG COMPOUND
Riddelliine Wikipedia
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Registry Numbers Types Sources
1042830 Reaxys Registry Number Reaxys
23246-96-0 CAS Registry Number KEGG COMPOUND
23246-96-0 CAS Registry Number ChemIDplus
23246-96-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
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Last Modified
01 February 2018