Summary

IMPPAT Phytochemical identifier: IMPHY005165

Phytochemical name: methyl (1S,10S,12S,13E)-13-ethylidene-4-hydroxy-18-(hydroxymethyl)-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2(7),3,5,8-tetraene-18-carboxylate

Synonymous chemical names:
10-hydroxy desacetyl-akuammiline, 10-hydroxy-deacetylakuammiline, 10-hydroxy-desacetyl-akuammiline

External chemical identifiers:
CID:21627987

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Chemical structure information

SMILES:
COC(=O)C1(CO)[C@H]2C[C@H]3C4=Nc5c([C@@]14CCN3C/C/2=C/C)cc(O)cc5

InChI:
InChI=1S/C21H24N2O4/c1-3-12-10-23-7-6-20-15-8-13(25)4-5-16(15)22-18(20)17(23)9-14(12)21(20,11-24)19(26)27-2/h3-5,8,14,17,24-25H,6-7,9-11H2,1-2H3/b12-3-/t14?,17-,20?,21?/m0/s1

InChIKey:
CPAUEKXFXGFLCO-KTYHQEAQSA-N

DeepSMILES:
COC=O)CCO))[C@H]C[C@H]C=Ncc[C@@]95CCN9C/C/%13=C/C))))))))ccO)cc6

Functional groups:
C/C=C(/C)C, CN(C)C, CO, COC(C)=O, cN=C(C)C, cO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CN2CCC34CC1CC2C3=Nc1ccccc14

Scaffold Graph/Node level:
CC1CN2CCC34CC1CC2C3NC1CCCCC14

Scaffold Graph level:
CC1CC2CCC34CC1CC2C3CC1CCCCC14

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Corynanthean-type alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type

NP-Likeness score: 2.492

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Chemical structure download