Summary

IMPPAT Phytochemical identifier: IMPHY015091

Phytochemical name: (2S,3R)-((1R,7aS)-hexahydro-1H-pyrrolizin-1-yl)methyl 2,3-dihydroxy-2-isopropylbutanoate

Synonymous chemical names:
trachelanthamine

External chemical identifiers:
CID:11869576, ZINC:ZINC000003881691

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Chemical structure information

SMILES:
CC([C@@](C(=O)OC[C@@H]1CCN2[C@H]1CCC2)([C@H](O)C)O)C

InChI:
InChI=1S/C15H27NO4/c1-10(2)15(19,11(3)17)14(18)20-9-12-6-8-16-7-4-5-13(12)16/h10-13,17,19H,4-9H2,1-3H3/t11-,12+,13+,15+/m1/s1

InChIKey:
BWQSLRZZOVFVHJ-OSFYFWSMSA-N

DeepSMILES:
CC[C@@]C=O)OC[C@@H]CCN[C@H]5CCC5)))))))))))[C@H]O)C))O))C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1CC2CCCN2C1

Scaffold Graph/Node level:
C1CC2CCCN2C1

Scaffold Graph level:
C1CC2CCCC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Pyrrolizidines

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Pyrrolizidine alkaloids

NP-Likeness score: 1.243

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Chemical structure download