Summary

IMPPAT Phytochemical identifier: IMPHY007705

Phytochemical name: (1R,4Z,7R,8R,12S,18R)-8-hydroxy-5,7,8-trimethyl-2,10-dioxa-15-azatricyclo[10.5.1.015,18]octadec-4-ene-3,9-dione

Synonymous chemical names:
bulgarsenine

External chemical identifiers:
CID:21586630, ZINC:ZINC000169641130, MolPort-044-754-045

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Chemical structure information

SMILES:
O=C1/C=C(/C)C[C@@H](C)[C@@](C)(O)C(=O)OC[C@@H]2[C@@H]3[C@H](O1)CCN3CC2

InChI:
InChI=1S/C18H27NO5/c1-11-8-12(2)18(3,22)17(21)23-10-13-4-6-19-7-5-14(16(13)19)24-15(20)9-11/h9,12-14,16,22H,4-8,10H2,1-3H3/b11-9-/t12-,13-,14-,16-,18-/m1/s1

InChIKey:
KUYRTCOXLIWTED-GFNGHZCASA-N

DeepSMILES:
O=C/C=C/C)C[C@@H]C)[C@@]C)O)C=O)OC[C@@H][C@@H][C@H]O%13)CCN5CC8

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CCCCC(=O)OCC2CCN3CCC(O1)C23

Scaffold Graph/Node level:
OC1CCCCCC(O)OC2CCN3CCC(CO1)C23

Scaffold Graph level:
CC1CCCCCC(C)CC2CCC3CCC(CC1)C32

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Macrolides and analogues

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Pyrrolizidine alkaloids

NP-Likeness score: 2.566

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Chemical structure download