Summary

IMPPAT Phytochemical identifier: IMPHY003737

Phytochemical name: Retrorsine

Synonymous chemical names:
retrorsine

External chemical identifiers:
CID:5281743, ChEMBL:CHEMBL496894, ChEBI:8822, ZINC:ZINC000096551165, FDASRS:XJ86XWL8IY, SureChEMBL:SCHEMBL133058, MolPort-002-526-408

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Chemical structure information

SMILES:
C/C=C1/C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CCN3[C@H]2[C@H](OC1=O)CC3

InChI:
InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1

InChIKey:
BCJMNZRQJAVDLD-CQRYIUNCSA-N

DeepSMILES:
C/C=C/C[C@@H]C)[C@]O)CO))C=O)OCC=CCN[C@H]5[C@H]OC/%15=O)))CC5

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CCCC(=O)OCC2=CCN3CCC(OC1=O)C23

Scaffold Graph/Node level:
CC1CCCC(O)OCC2CCN3CCC(OC1O)C23

Scaffold Graph level:
CC1CCCC(C)C(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: 2.984

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Chemical structure download