Summary

IMPPAT Phytochemical identifier: IMPHY011230

Phytochemical name: (1R,16R)-4-ethyl-5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione

Synonymous chemical names:
croburhine, crotalarine

External chemical identifiers:
CID:21155970

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Chemical structure information

SMILES:
CCC1(C)C(=O)O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)C(C1(C)O)(C)O

InChI:
InChI=1S/C18H27NO6/c1-5-16(2)14(20)25-12-7-9-19-8-6-11(13(12)19)10-24-15(21)17(3,22)18(16,4)23/h6,12-13,22-23H,5,7-10H2,1-4H3/t12-,13-,16?,17?,18?/m1/s1

InChIKey:
UWVWNXIKNRJZDC-LCWMUUEESA-N

DeepSMILES:
CCCC)C=O)O[C@@H]CCN[C@@H]5C=CC5))COC=O)CC%14C)O))C)O

Functional groups:
CC(=O)OC, CC=C(C)C, CN(C)C, CO, COC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CCCC(=O)OC2CCN3CC=C(CO1)C23

Scaffold Graph/Node level:
OC1CCCC(O)OC2CCN3CCC(CO1)C23

Scaffold Graph level:
CC1CCCC(C)CC2CCC3CCC(CC1)C32

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Pyrrolizines

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Pyrrolizidine alkaloids

NP-Likeness score: 1.899

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Chemical structure download