Summary

IMPPAT Phytochemical identifier: IMPHY006866

Phytochemical name: (1S,2S,4S,6R,7S,9R,13R,17S)-15-methoxy-2,6,14,17-tetramethyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-14-ene-3,11,16-trione

Synonymous chemical names:
picrasinoside a

External chemical identifiers:
CID:101603254, ZINC:ZINC000085531534

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@H]2C[C@@H](C)[C@H]3[C@@](C2=O)(C)[C@H]2C(=O)C(=C([C@H]4[C@@]2([C@@H](C3)OC(=O)C4)C)C)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C27H38O11/c1-10-6-14(36-25-20(32)19(31)18(30)15(9-28)37-25)24(34)27(4)12(10)7-16-26(3)13(8-17(29)38-16)11(2)22(35-5)21(33)23(26)27/h10,12-16,18-20,23,25,28,30-32H,6-9H2,1-5H3/t10-,12+,13+,14+,15-,16-,18-,19+,20-,23+,25-,26-,27+/m1/s1

InChIKey:
WURBSTOWFYGBJO-YZUVTYPKSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@H]C[C@@H]C)[C@H][C@@]C6=O))C)[C@H]C=O)C=C[C@H][C@@]6[C@@H]C%10)OC=O)C6))))C)))C))OC)))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CC(=O)OC, CC(C)=O, CO, COC(C(C)=O)=C(C)C, CO[C@@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2C=CC(=O)C3C4C(=O)C(OC5CCCCO5)CCC4CC(O1)C23

Scaffold Graph/Node level:
OC1CC2CCC(O)C3C2C(CC2CCC(OC4CCCCO4)C(O)C23)O1

Scaffold Graph level:
CC1CC2CCC(C)C3C2C(C1)CC1CCC(CC2CCCCC2)C(C)C13

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Quassinoids

NP-Likeness score: 2.915

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Chemical structure download