Summary

IMPPAT Phytochemical identifier: IMPHY003753

Phytochemical name: (1S,4E,6S,7R,17S)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

Synonymous chemical names:
usaramine

External chemical identifiers:
CID:1549035

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Chemical structure information

SMILES:
C/C=C/1C[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-/m0/s1

InChIKey:
BCJMNZRQJAVDLD-RYPQGOORSA-N

DeepSMILES:
C/C=CC[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