Summary

IMPPAT Phytochemical identifier: IMPHY013915

Phytochemical name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]oxyoxane-3,4,5-triol

Synonymous chemical names:
lawsoniaside(1,2,4-trihydroxynaphthalene-1,4-di-β-d-glucopyranoside)

External chemical identifiers:
CID:189451

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](Oc2cc(O)c(c3c2cccc3)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C22H28O13/c23-6-12-14(26)16(28)18(30)21(33-12)32-11-5-10(25)20(9-4-2-1-3-8(9)11)35-22-19(31)17(29)15(27)13(7-24)34-22/h1-5,12-19,21-31H,6-7H2/t12-,13-,14-,15-,16+,17+,18-,19-,21-,22+/m1/s1

InChIKey:
MFKUFDGNYITGPN-WFRIJLMHSA-N

DeepSMILES:
OC[C@H]O[C@@H]OcccO)ccc6cccc6))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CO, cO, cO[C@@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc2c(OC3CCCCO3)ccc(OC3CCCCO3)c2c1

Scaffold Graph/Node level:
C1CCC(OC2CCC(OC3CCCCO3)C3CCCCC23)OC1

Scaffold Graph level:
C1CCC(CC2CCC(CC3CCCCC3)C3CCCCC23)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic oxygen compounds

ClassyFire Class: Organooxygen compounds

ClassyFire Subclass: Carbohydrates and carbohydrate conjugates

NP Classifier Biosynthetic pathway: Polyketides

NP Classifier Superclass: Naphthalenes

NP Classifier Class: Naphthalenes and derivatives

NP-Likeness score: 1.365

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Chemical structure download