Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID001546

Phytochemical name: Tiliroside

Synonymous chemical names:
"kaempferol-3-o-α-l-(2""-e-p-coumaroyl)-glucopyranoside(tiliroside), tiliroside, tribuloside, Tribuloside, Tiliroside"

External chemical identifiers:
CID:CID_5320686, ChEMBL:CHEMBL266564, ChEBI:CHEBI:80944, ZINC:ZINC000017654711, FDASRS:15M04TXR9M, SureChEMBL:SCHEMBL23597, MolPort-001-740-347

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Chemical structure information

SMILES:
O=C(OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O)/C=C/c1ccc(cc1)O

InChI:
InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+/t21-,24-,26+,27-,30+/m1/s1

InChIKey:
DVGGLGXQSFURLP-VWMSDXGPSA-N

DeepSMILES:
O=COC[C@H]O[C@@H]Occoccc6=O))cO)ccc6)O)))))))cccccc6))O))))))))[C@@H][C@H][C@@H]6O))O))O)))))))/C=C/cccccc6))O

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

Link to spectral information:
MSBNK-RIKEN_ReSpect-PS092504, MSBNK-RIKEN_ReSpect-PS087208, MSBNK-RIKEN_ReSpect-PS087209, MSBNK-RIKEN_ReSpect-PS092501, MSBNK-RIKEN_ReSpect-PS092502, MSBNK-RIKEN_ReSpect-PS092503, MSBNK-RIKEN_ReSpect-PS092505, MSBNK-RIKEN_ReSpect-PS087207, MSBNK-RIKEN_ReSpect-PS092507, MSBNK-RIKEN_ReSpect-PS092508, MSBNK-RIKEN_ReSpect-PS092509, MSBNK-RIKEN_ReSpect-PS092510, MSBNK-RIKEN_ReSpect-PS092511, MSBNK-RIKEN_ReSpect-PS092512, MSBNK-RIKEN_ReSpect-PS092506, MSBNK-RIKEN_ReSpect-PS087206, MSBNK-RIKEN_ReSpect-PS087205, MSBNK-RIKEN_ReSpect-PS087204, MSBNK-BS-BS003230, MSBNK-BS-BS003231, MSBNK-BS-BS003232, MSBNK-BS-BS003233, MSBNK-RIKEN-PR020053, MSBNK-RIKEN-PR100368, MSBNK-RIKEN-PR100818, MSBNK-RIKEN-PR100968, MSBNK-RIKEN-PR100969, MSBNK-RIKEN-PR101023, MSBNK-RIKEN_ReSpect-PS087201, MSBNK-RIKEN_ReSpect-PS087202, MSBNK-RIKEN_ReSpect-PS087203, MSBNK-RIKEN-PR100819

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OCC1CCCC(Oc2c(-c3ccccc3)oc3ccccc3c2=O)O1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OCC1CCCC(OC2C(O)C3CCCCC3OC2C2CCCCC2)O1

Scaffold Graph level:
CC(CCC1CCCCC1)CCC1CCCC(CC2C(C)C3CCCCC3CC2C2CCCCC2)C1

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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: Flavonols

NP-Likeness score: 1.648

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Chemical structure download