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Compound Summary

General Compound Information

Aloin

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Description

Aloin A is a C-glycosyl compound that is beta-D-glucopyranose in which the anomeric hydroxy group is replaced by a 4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9,10-dihydroanthracen-9-yl moiety (the 9S diastereoisomer). It has a role as a metabolite and a laxative. It is a C-glycosyl compound, a member of anthracenes, a cyclic ketone and a member of phenols.

Synonyms

Barbaloin; aloin; 1415-73-2; Aloin A; Barbaloin A;

Aloinum;CHEBI:2991;DTXSID0045967;MFCD00151160;1,8-Dihydroxy-3-hydroxymethyl-10-(6-hydroxymethyl-3,4,5-trihydroxy-2-pyranyl)anthrone;Aloin [BAN];648RW354S9;(10S)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one;(S)-1,8-dihydroxy-3-(hydroxymethyl)-10-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)anthracen-9(10H)-one;5133-19-7;(10S)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9,10-dihydroanthracen-9-one;(1S)-1,5-anhydro-1-[(9S)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9,10-dihydroanthracen-9-yl]-D-glucitol;10-(1',5'-Anhydroglucosyl)aloe-emodin-9-anthrone;Barbalin;Aloin, from Curacao aloe, ~50%;Barbaloin-A;NSC631263;UNII-648RW354S9;10-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone;NSC-407305;Aloin-A;9(10H)-Anthracenone, 10-.beta.-D-glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-, (10S)-;Barbaloin,(S);NCGC00183867-01;Aloin (Barbaloin);8015-61-0;EINECS 215-808-0;NSC 227189;NSC 631263;Aloin, analytical standard;ALOIN A [MI];DSSTox_CID_25967;DSSTox_RID_82951;DSSTox_GSID_48755;CHEMBL2103763;DTXCID8025967;SCHEMBL14837254;HY-N0123;Tox21_111495;Tox21_113216;s2375;AKOS022168218;ZINC100018557;CCG-268870;CS-3707;NSC 407305;NSC 758464;(R)-10-beta-D-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)anthracen-9(10H)-one;1,8-Dihydroxy-10-(beta-D-glucopyranosyl)-3-(hydroxymethyl)-9(10H)-anthracenone;9(10H)-Anthracenone, 10-.beta.-D-glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-, (S)-;NCGC00183867-02;CAS-1415-73-2;CAS-8015-61-0;FT-0772660;H10347;A807778;Q413888;Aloin, from Aloe barbadensis Miller leaves, >=97%;Aloin, United States Pharmacopeia (USP) Reference Standard;10-Glucopyranosyl-1,8-dihydro-3-(hydroxymethyl)-9-anthracenone;1,8-Dihydroxy-10-(bet.-D-glucopyranosyl)-3-(hydroxymethyl)-9(10H)-anthracenone;10-.BETA.-D-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone-, 10(S)-;10-beta-D-Glucopyranosyl-1,8-dihydroxy-3-hydroxymethyl-9(10H)-anthrone,(R)-;9(10H)-Anthracenone, 10-beta-D-glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-, (10S)-;(10S)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-10H-anthracen-9-one;(10S)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-10H-anthracen-9-one;Aloin;(10S)-10-.BETA.-D-GLUCOPYRANOSYL-1,8-DIHYDROXY-3-(HYDROXYMETHYL)-9(10H)-ANTHRACENONE;

FlavorDB ID

49

PUBCHEM ID

12305761

Molecular Weight

418.4

Molecular Formula

C21H22O9

Openeye Can Smiles

C1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C(C(C(C(O4)CO)O)O)O)C=C(C=C3O)CO

IUPAC Inchikey

AFHJQYHRLPMKHU-OSYMLPPYSA-N

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Compound Classification

Classification (Parent Nodes)

ClassyFire Ontology

Compound Quality

Quality information of this compound is not available!

Compound Toxicity and Food Additive Safety (OFAS)

Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database

Receptors

Receptor	REFERENCE	EC50 [µM]	Effective Concentration [µM]
TAS2R31	details	Activated	30.00
TAS2R43	details	3.20	0.30

Consensus Spectra

Spectrum Type	Spectrum View	Description	Polarity
Experimental LCMS	view	LCMS_Positive	positive