Summary

IMPPAT Phytochemical identifier: IMPHY009581

Phytochemical name: (1S,4S)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile

Synonymous chemical names:
passicapsin

External chemical identifiers:
CID:134105

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@]2(C#N)C=C[C@H](C2)O[C@@H]2C[C@H](O)[C@H]([C@H](O2)C)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C18H27NO10/c1-8-13(22)10(21)4-12(26-8)27-9-2-3-18(5-9,7-19)29-17-16(25)15(24)14(23)11(6-20)28-17/h2-3,8-17,20-25H,4-6H2,1H3/t8-,9-,10+,11-,12-,13+,14-,15+,16-,17+,18-/m1/s1

InChIKey:
KQTRNMODDGXNSU-OASXGSIPSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@]C#N))C=C[C@H]C5)O[C@@H]C[C@H]O)[C@H][C@H]O6)C))O)))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CC#N, CC=CC, CO, CO[C@@H](C)OC, C[C@@H](OC)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC(OC2CCCCO2)CC1OC1CCCCO1

Scaffold Graph/Node level:
C1CCC(OC2CCC(OC3CCCCO3)C2)OC1

Scaffold Graph level:
C1CCC(CC2CCC(CC3CCCCC3)C2)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: Amino acids and Peptides

NP Classifier Superclass: Amino acid glycosides

NP Classifier Class: Cyanogenic glycosides

NP-Likeness score: 2.156

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Chemical structure download