Summary

IMPPAT Phytochemical identifier: IMPHY006341

Phytochemical name: methyl (1S,4aS,7R,7aS)-4'-[1-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyethyl]-5'-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-fur

Synonymous chemical names:
13-o-p-coumaroylplumieride, plumieride coumarate glucoside

External chemical identifiers:
CID:6440657

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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)OC(=O)C(=C2)C(OC(=O)/C=C/c2ccc(cc2)O)C)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C30H32O14/c1-14(41-21(33)8-5-15-3-6-16(32)7-4-15)18-11-30(44-27(18)38)10-9-17-19(26(37)39-2)13-40-28(22(17)30)43-29-25(36)24(35)23(34)20(12-31)42-29/h3-11,13-14,17,20,22-25,28-29,31-32,34-36H,12H2,1-2H3/b8-5+/t14?,17-,20-,22-,23-,24+,25-,28+,29+,30-/m1/s1

InChIKey:
WBCMGDNFDRNGGZ-FKYHQWBNSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6[C@]C=C5))OC=O)C=C5)COC=O)/C=C/cccccc6))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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OCC1=CC2(C=CC3C=COC(OC4CCCCO4)C32)OC1=O

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OCC1CC2(CCC3CCOC(OC4CCCCO4)C32)OC1O

Scaffold Graph level:
CC(CCC1CCCCC1)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: 2.157

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Chemical structure download