caranine (CHEBI:3383)

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ChEBI Name	caranine

ChEBI ID	CHEBI:3383

Definition	An indolizidine alkaloid that is galanthan substituted by anα-hydroxy group at position 1 and a methylenedioxy group across position 9 and 10. An alkaloid commonly found in the members of the family amaryllidaceae.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C16H17NO3

Net Charge

Average Mass

271.31112

Monoisotopic Mass

271.12084

InChI

InChI=1S/C16H17NO3/c18-12-2-1-9-3-4-17-7-10-5-13-14(20-8-19-13)6-11(10)15(12)16(9)17/h1,5-6,12,15-16,18H,2-4,7-8H2/t12-,15-,16-/m1/s1

InChIKey

XKYSLILSDJBMCU-DAXOMENPSA-N

SMILES

[H][C@]12[C@H](O)CC=C3CCN(Cc4cc5OCOc5cc14)[C@@]23[H]

Metabolite of Species	Details
Crinum bulbispermum (NCBI:txid209086)	Found in bulb (BTO:0000159). See: PubMed

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

ChEBI Ontology
Outgoing	caranine (CHEBI:3383) has parent hydride galanthan (CHEBI:35646) caranine (CHEBI:3383) has role plant metabolite (CHEBI:76924) caranine (CHEBI:3383) is a indolizidine alkaloid (CHEBI:38511) caranine (CHEBI:3383) is a organic heteropentacyclic compound (CHEBI:38164) caranine (CHEBI:3383) is a secondary alcohol (CHEBI:35681)

Incoming	acetylcaranine (CHEBI:2415) has functional parent caranine (CHEBI:3383)

IUPAC Names

(1R,12bS,12cS)-1,2,4,5,12b,12c-hexahydro-7H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-1-ol

9,10-methylenedioxygalanth-3(12)-en-1α-ol

Last Modified

12 February 2015