Summary

IMPPAT Phytochemical identifier: IMPHY009725

Phytochemical name: Protoplumericin A

Synonymous chemical names:
protoplumericin a

External chemical identifiers:
CID:102004584, ZINC:ZINC000252478235, MolPort-039-052-717

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@]2(C=C3)C=C(C(=O)O2)[C@@H](OC(=O)/C=C/c2ccc(cc2)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C36H42O19/c1-15(50-23(39)8-5-16-3-6-17(7-4-16)51-34-29(44)27(42)25(40)21(12-37)52-34)19-11-36(55-32(19)47)10-9-18-20(31(46)48-2)14-49-33(24(18)36)54-35-30(45)28(43)26(41)22(13-38)53-35/h3-11,14-15,18,21-22,24-30,33-35,37-38,40-45H,12-13H2,1-2H3/b8-5+/t15-,18+,21+,22+,24+,25+,26+,27-,28-,29+,30+,33-,34+,35-,36+/m0/s1

InChIKey:
AFYIWKNGSIYXCQ-WLJLAZGQSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6[C@@]C=C5))C=CC=O)O5))[C@@H]OC=O)/C=C/cccccc6))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O))))))))))))))C)))))))C=O)OC))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CC1=CCOC1=O, CC=CC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, c/C=C/C(=O)OC, cO[C@@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccc(OC2CCCCO2)cc1)OCC1=CC2(C=CC3C=COC(OC4CCCCO4)C32)OC1=O

Scaffold Graph/Node level:
OC(CCC1CCC(OC2CCCCO2)CC1)OCC1CC2(CCC3CCOC(OC4CCCCO4)C32)OC1O

Scaffold Graph level:
CC(CCC1CCC(CC2CCCCC2)CC1)CCC1CC2(CCC3CCCC(CC4CCCCC4)C32)CC1C

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene glycosides

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Monoterpenoids

NP Classifier Class: Iridoids monoterpenoids

NP-Likeness score: 1.746

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Chemical structure download