Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID007543

Phytochemical name: Jacobine

Synonymous chemical names:
jacobine, Jacobine

External chemical identifiers:
CID:CID_442741, ChEBI: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:
COC(=O)C, CC=C(C)C, CN(C)C, C[C@@H]1O[C@]1(C)C(=O)OC, CO

Link to spectral information:
MSBNK-NaToxAq-NA002667, MSBNK-NaToxAq-NA002274, MSBNK-NaToxAq-NA002273, MSBNK-NaToxAq-NA002272, MSBNK-NaToxAq-NA002271, MSBNK-NaToxAq-NA002270, MSBNK-NaToxAq-NA000724, MSBNK-NaToxAq-NA000759, MSBNK-NaToxAq-NA000725, MSBNK-NaToxAq-NA000723, MSBNK-NaToxAq-NA000722, MSBNK-NaToxAq-NA000760, MSBNK-NaToxAq-NA002668, MSBNK-NaToxAq-NA000681, MSBNK-NaToxAq-NA002670, MSBNK-NaToxAq-NA002671, MSBNK-NaToxAq-NA003049, MSBNK-NaToxAq-NA003050, MSBNK-NaToxAq-NA003051, MSBNK-NaToxAq-NA003052, MSBNK-NaToxAq-NA003053, MSBNK-NaToxAq-NA003414, MSBNK-NaToxAq-NA003415, MSBNK-NaToxAq-NA003416, MSBNK-NaToxAq-NA003417, MSBNK-NaToxAq-NA003418, MSBNK-NaToxAq-NA002669, MSBNK-NaToxAq-NA000680, MSBNK-NaToxAq-NA000584, MSBNK-NaToxAq-NA000678, MSBNK-NaToxAq-NA000679, MSBNK-NaToxAq-NA000432, MSBNK-NaToxAq-NA000433, MSBNK-NaToxAq-NA000434, MSBNK-NaToxAq-NA000435, MSBNK-NaToxAq-NA000481, MSBNK-NaToxAq-NA000482, MSBNK-NaToxAq-NA000483, MSBNK-NaToxAq-NA000484, MSBNK-NaToxAq-NA000485, MSBNK-NaToxAq-NA000531, MSBNK-NaToxAq-NA000532, MSBNK-NaToxAq-NA000533, MSBNK-NaToxAq-NA000431, MSBNK-NaToxAq-NA000535, MSBNK-NaToxAq-NA000581, MSBNK-NaToxAq-NA000582, MSBNK-NaToxAq-NA000583, MSBNK-NaToxAq-NA000677, MSBNK-NaToxAq-NA000585, MSBNK-NaToxAq-NA000631, MSBNK-NaToxAq-NA000632, MSBNK-NaToxAq-NA000633, MSBNK-NaToxAq-NA000634, MSBNK-NaToxAq-NA000635, MSBNK-NaToxAq-NA000534

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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