Summary

IMPPAT Phytochemical identifier: IMPHY004833

Phytochemical name: Jacobine

Synonymous chemical names:
jacobine

External chemical identifiers:
CID:442741, ChEBI:6080, FDASRS:GM32U80H1R

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Chemical structure information

SMILES:
O=C1OCC2=CCN3[C@H]2[C@@H](CC3)OC(=O)[C@@]2(C[C@H]([C@@]1(C)O)C)O[C@H]2C

InChI:
InChI=1S/C18H25NO6/c1-10-8-18(11(2)25-18)16(21)24-13-5-7-19-6-4-12(14(13)19)9-23-15(20)17(10,3)22/h4,10-11,13-14,22H,5-9H2,1-3H3/t10-,11+,13-,14-,17-,18+/m1/s1

InChIKey:
IAPHXJRHXBQDQJ-WKMWQDDRSA-N

DeepSMILES:
O=COCC=CCN[C@H]5[C@@H]CC5))OC=O)[C@@]C[C@H][C@@]%15C)O))C)))O[C@H]3C

Functional groups:
CC=C(C)C, CN(C)C, CO, COC(C)=O, C[C@@H]1O[C@]1(C)C(=O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CCCC2(CO2)C(=O)OC2CCN3CC=C(CO1)C23

Scaffold Graph/Node level:
OC1CCCC2(CO2)C(O)OC2CCN3CCC(CO1)C23

Scaffold Graph level:
CC1CCCC2(CC2)C(C)CC2CCC3CCC(CC1)C32

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Pyrrolizidine alkaloids

NP-Likeness score: 2.793

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Chemical structure download