Riddelliine

cas: 23246-96-0 — see every product listed under this CAS number, including other names

Riddelliine (CAS 23246-96-0) is a chemical reagent available from Chemat. Available pack sizes: on request. Offered by: Chemat Brand.

brandChemat Brand
catalog numberULR140001
cas23246-96-0
sizeon request
availability Do potwierdzenia przez Chemat|To be confirmed by Chemat
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categoryChemicals
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Structural formula: {0} (CAS {1})

Riddelliine is a macrodiolide 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. It has a role as a mutagen, a genotoxin and a carcinogenic agent. It is a macrodiolide, an organic heterotricyclic compound, a pyrrolizine alkaloid and an olefinic compound. It is functionally related to a senecionan.

Source: ChEBI

Identity
Molecular formulaC18H23NO6
Molecular weight349.4 g/mol
IUPAC name(1R,4Z,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
InChIKeySVCNNZDUGWLODJ-RAYFHMIRSA-N
SMILESC/C=C\1/CC(=C)[C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(CO)O

Computed by PubChem (NCBI)

Synonyms: Riddelline, Riddelliine, Riddeliin, Riddeliine, Riddeline, 18-Hydroxyseneciphylline, 13,19-Didehydro-12,18-dihydroxysenecionan-11,16-dione, Senecionan-11,16-dione, 13,19-didehydro-12,18-dihydroxy-, Riddelliin, (15Z)-12,18-dihydroxy-13,19-didehydrosenecionan-11,16-dione
Isomers (same molecular formula)
1-O-tert-butyl 2-O-methyl (2R,4S)-4-benzoyloxypyrrolidine-1,2-dicarboxylate C18H23NO6
N-[(4aR,6R,7R,8R,8aS)-8-hydroxy-2-phenyl-6-prop-2-enoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl]acetamide C18H23NO6
N-[(4aR,6S,7R,8R,8aS)-8-hydroxy-2-phenyl-6-prop-2-enoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl]acetamide C18H23NO6
(5R,9Z,12R,18R)-9-ethylidene-7-(hydroxymethyl)-5-methyl-3,6,11-trioxa-15-azatetracyclo[10.5.1.05,7.015,18]octadec-1(17)-ene-4,10-dione C18H23NO6
(1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione C18H23NO6
(1R,4E,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione C18H23NO6
1-O-tert-butyl 2-O-methyl (2S,4S)-4-(4-formylphenoxy)pyrrolidine-1,2-dicarboxylate C18H23NO6

Also listed as

Riddelliin Biosynth CAS 23246-96-0
Riddelline MedChemExpress CAS 23246-96-0