Summary

IMPPAT Phytochemical identifier: IMPHY009025

Phytochemical name: Petanin

Synonymous chemical names:
petanin

External chemical identifiers:
CID:44256967

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Chemical structure information

SMILES:
OCC1O[C@@H](Oc2cc(O)cc3c2cc(O[C@@H]2OC(CO[C@@H]4OC(C)[C@@H]([C@@H](C4O)O)OC(=O)/C=C/c4ccc(cc4)O)[C@H](C(C2O)O)O)c([o+]3)c2cc(O)c(c(c2)OC)O)C([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C43H48O23/c1-16-39(66-29(48)8-5-17-3-6-19(45)7-4-17)35(54)38(57)41(60-16)59-15-28-32(51)34(53)37(56)43(65-28)63-26-13-21-23(61-40(26)18-9-22(47)30(49)25(10-18)58-2)11-20(46)12-24(21)62-42-36(55)33(52)31(50)27(14-44)64-42/h3-13,16,27-28,31-39,41-44,50-57H,14-15H2,1-2H3,(H3-,45,46,47,48,49)/p+1/t16?,27?,28?,31-,32-,33+,34?,35-,36?,37?,38?,39+,41-,42-,43-/m1/s1

InChIKey:
BXEZTCOKOLHMKY-ABWSONMJSA-O

DeepSMILES:
OCCO[C@@H]OcccO)ccc6ccO[C@@H]OCCO[C@@H]OCC)[C@@H][C@@H]C6O))O))OC=O)/C=C/cccccc6))O)))))))))))))))[C@H]CC6O))O))O))))))c[o+]6)cccO)ccc6)OC)))O)))))))))))))))C[C@H][C@@H]6O))O))O

Functional groups:
CO, CO[C@H](C)OC, c/C=C/C(=O)OC, cO, cOC, cO[C@@H](C)OC, c[o+]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCC(OCC2CCCC(Oc3cc4c(OC5CCCCO5)cccc4[o+]c3-c3ccccc3)O2)OC1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCC(OCC2CCCC(OC3CC4C(OC5CCCCO5)CCCC4OC3C3CCCCC3)O2)OC1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCC(CCC2CCCC(CC3CC4C(CC5CCCCC5)CCCC4CC3C3CCCCC3)C2)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Flavonoids

ClassyFire Subclass: Flavonoid glycosides

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Flavonoids

NP Classifier Class: Anthocyanidins

NP-Likeness score: 1.69

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Chemical structure download