Summary

IMPPAT Phytochemical identifier: IMPHY000811

Phytochemical name: 15-Demethyl plumieride

Synonymous chemical names:
8-o-acetylharpagid (iridoid), iridoid, iridoids

External chemical identifiers:
CID:453214

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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)CO)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C20H24O12/c1-28-17(27)10-7-29-18(31-19-15(25)14(24)13(23)11(6-22)30-19)12-9(10)2-3-20(12)4-8(5-21)16(26)32-20/h2-4,7,9,11-15,18-19,21-25H,5-6H2,1H3/t9-,11-,12-,13-,14+,15-,18+,19+,20-/m1/s1

InChIKey:
XFIOZCMKPNZOII-RJMCEWFISA-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))CO)))))))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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CC2(C=CC3C=COC(OC4CCCCO4)C32)O1

Scaffold Graph/Node level:
OC1CCC2(CCC3CCOC(OC4CCCCO4)C32)O1

Scaffold Graph level:
CC1CCC2(CCC3CCCC(CC4CCCCC4)C32)C1

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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: 2.771

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Chemical structure download