Summary

IMPPAT Phytochemical identifier: IMPHY008840

Phytochemical name: Graucin A

Synonymous chemical names:
graucin a

Chemical structure information

SMILES:
O=C1OCC23C(C1)OC([C@H]2C(=O)[C@@H]([C@@]1(C3CC(O)C2([C@]31O[C@@H]3C(=O)OC2c1ccoc1)C)C)O)(C)C

InChI:
InChI=1S/C26H30O10/c1-22(2)17-16(29)18(30)23(3)12(25(17)10-33-15(28)8-14(25)35-22)7-13(27)24(4)19(11-5-6-32-9-11)34-21(31)20-26(23,24)36-20/h5-6,9,12-14,17-20,27,30H,7-8,10H2,1-4H3/t12?,13?,14?,17-,18+,19?,20-,23+,24?,25?,26+/m1/s1

InChIKey:
WJANVVGCUPXSCW-OYKVYJKRSA-N

DeepSMILES:
O=COCCCC6)OC[C@H]5C=O)[C@@H][C@@]C9CCO)C[C@@]6O[C@@H]3C=O)OC7cccoc5)))))))))))C)))))C))O))))C)C

Functional groups:
CC(C)=O, CO, COC, COC(C)=O, C[C@]12CCOC(=O)[C@H]1O2, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2OCC3C(=O)CC4C(CCC5C(c6ccoc6)OC(=O)C6OC654)C23CO1

Scaffold Graph/Node level:
OC1CC2OCC3C(O)CC4C(CCC5C(C6CCOC6)OC(O)C6OC546)C23CO1

Scaffold Graph level:
CC1CCC23C(CCC2C(C)CC2C3CCC3C(C4CCCC4)CC(C)C4CC432)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Steroid lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Limonoids

NP-Likeness score: 3.572

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Chemical structure download