Summary

IMPPAT Phytochemical identifier: IMPHY001121

Phytochemical name: Azadirinin

Synonymous chemical names:
azadirinin

External chemical identifiers:
CID:102275331

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Chemical structure information

SMILES:
CC(=O)O[C@@H]1C2C(C)(C)[C@H](OC(=O)C)C[C@@H]([C@]2(C)[C@@H]2[C@]([C@@H]1O)(C)C1=CC(=O)O[C@H]([C@@]1(CC2)C)c1ccoc1)OC(=O)/C=C/c1ccccc1

InChI:
InChI=1S/C39H46O10/c1-22(40)46-28-20-29(48-30(42)14-13-24-11-9-8-10-12-24)39(7)26-15-17-37(5)27(19-31(43)49-35(37)25-16-18-45-21-25)38(26,6)34(44)32(47-23(2)41)33(39)36(28,3)4/h8-14,16,18-19,21,26,28-29,32-35,44H,15,17,20H2,1-7H3/b14-13+/t26-,28+,29-,32+,33?,34+,35-,37+,38+,39-/m0/s1

InChIKey:
GIFPHLCYIOHODV-QYXPMSDWSA-N

DeepSMILES:
CC=O)O[C@@H]CCC)C)[C@H]OC=O)C)))C[C@@H][C@]6C)[C@@H][C@][C@@H]%10O))C)C=CC=O)O[C@H][C@@]6CC%10))C))cccoc5)))))))))))))OC=O)/C=C/cccccc6

Functional groups:
CC(=O)OC, CC1=CC(=O)OCC1, CO, c/C=C/C(=O)OC, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCCC2CCC3C4=CC(=O)OC(c5ccoc5)C4CCC3C21

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCCC2CCC3C4CC(O)OC(C5CCOC5)C4CCC3C21

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCCC2CCC3C4CC(C)CC(C5CCCC5)C4CCC3C21

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Naphthopyrans

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Limonoids

NP-Likeness score: 2.676

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Chemical structure download