Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID008986

Phytochemical name: [(1R,4S,6R,7R,11Z)-4-[(1R)-1-chloroethyl]-4-hydroxy-6,7,14-trimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-en-7-yl] acetate

Synonymous chemical names:
doronine

External chemical identifiers:
CID:CID_102523309

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Chemical structure information

SMILES:
CN1CC[C@H]2OC(=O)[C@@](O)(C[C@H]([C@@](C(=O)OCC(=CC1)C2=O)(C)OC(=O)C)C)[C@H](Cl)C

InChI:
InChI=1S/C21H30ClNO8/c1-12-10-21(28,13(2)22)19(27)30-16-7-9-23(5)8-6-15(17(16)25)11-29-18(26)20(12,4)31-14(3)24/h6,12-13,16,28H,7-11H2,1-5H3/b15-6-/t12-,13-,16-,20-,21-/m1/s1

InChIKey:
VGRSISYREBBIAL-MWTIQZJTSA-N

DeepSMILES:
CNCC[C@H]OC=O)[C@@]O)C[C@H][C@@]C=O)OCC=CC%16))C%12=O))))))C)OC=O)C))))C)))[C@H]Cl)C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CCCCC(=O)OC2CCNCC=C(CO1)C2=O

Scaffold Graph/Node level:
OC1CCCCC(O)OC2CCNCCC(CO1)C2O

Scaffold Graph level:
CC1CCCCC(C)CC2CCCCCC(CC1)C2C

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic acids and derivatives

ClassyFire Class: Carboxylic acids and derivatives

ClassyFire Subclass: Tricarboxylic acids and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Pyrrolizidine alkaloids

NP-Likeness score: 1.73

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Chemical structure download