Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID002096

Phytochemical name: Barbaloin

Synonymous chemical names:
barbaloin, aloin

External chemical identifiers:
CID:CID_12305761, ChEMBL:CHEMBL2103763, ChEBI:CHEBI:2991, ZINC:ZINC000100018557, FDASRS:648RW354S9, SureChEMBL:SCHEMBL14837254, MolPort-019-991-813

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Chemical structure information

SMILES:
OCc1cc(O)c2c(c1)[C@@H]([C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1c(C2=O)c(O)ccc1

InChI:
InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14+,17-,19+,20-,21+/m1/s1

InChIKey:
AFHJQYHRLPMKHU-OSYMLPPYSA-N

DeepSMILES:
OCcccO)ccc6)[C@@H][C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))ccC6=O))cO)ccc6

Functional groups:
CO, cO, COC, cC(=O)c

Link to spectral information:
MSBNK-NaToxAq-NA001795, MSBNK-NaToxAq-NA001794, MSBNK-NaToxAq-NA001678, MSBNK-NaToxAq-NA001677, MSBNK-NaToxAq-NA001676, MSBNK-NaToxAq-NA001540, MSBNK-NaToxAq-NA001674, MSBNK-NaToxAq-NA001543, MSBNK-NaToxAq-NA001542, MSBNK-NaToxAq-NA001541, MSBNK-NaToxAq-NA001675, MSBNK-NaToxAq-NA001796, MSBNK-NaToxAq-NA002031, MSBNK-NaToxAq-NA001798, MSBNK-NaToxAq-NA001915, MSBNK-NaToxAq-NA001916, MSBNK-NaToxAq-NA002010, MSBNK-NaToxAq-NA002011, MSBNK-NaToxAq-NA002012, MSBNK-NaToxAq-NA002028, MSBNK-NaToxAq-NA002029, MSBNK-NaToxAq-NA002030, MSBNK-NaToxAq-NA002032, MSBNK-Univ_Toyama-TY000086, MSBNK-NaToxAq-NA001539, MSBNK-NaToxAq-NA001797, MSBNK-NaToxAq-NA001418, MSBNK-NaToxAq-NA001284, MSBNK-NaToxAq-NA001416, MSBNK-NaToxAq-NA001417, MSBNK-NaToxAq-NA000775, MSBNK-NaToxAq-NA000776, MSBNK-NaToxAq-NA000777, MSBNK-NaToxAq-NA000778, MSBNK-NaToxAq-NA000907, MSBNK-NaToxAq-NA000908, MSBNK-NaToxAq-NA000910, MSBNK-NaToxAq-NA000911, MSBNK-NaToxAq-NA001038, MSBNK-NaToxAq-NA001039, MSBNK-NaToxAq-NA001104, MSBNK-NaToxAq-NA001105, MSBNK-NaToxAq-NA000909, MSBNK-NaToxAq-NA001162, MSBNK-NaToxAq-NA001163, MSBNK-NaToxAq-NA001164, MSBNK-NaToxAq-NA001165, MSBNK-NaToxAq-NA001166, MSBNK-NaToxAq-NA001415, MSBNK-NaToxAq-NA001285, MSBNK-NaToxAq-NA001286, MSBNK-NaToxAq-NA001287, MSBNK-NaToxAq-NA001288, MSBNK-NaToxAq-NA001414, MSBNK-NaToxAq-NA001106

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1c2ccccc2C(C2CCCCO2)c2ccccc21

Scaffold Graph/Node level:
OC1C2CCCCC2C(C2CCCCO2)C2CCCCC12

Scaffold Graph level:
CC1C2CCCCC2C(C2CCCCC2)C2CCCCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Benzenoids

ClassyFire Class: Anthracenes

NP Classifier Biosynthetic pathway: Polyketides

NP Classifier Superclass: Polycyclic aromatic polyketides

NP Classifier Class: Anthraquinones and anthrones

NP-Likeness score: 2.071

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Chemical structure download