Aloin
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MedKoo CAT#: 573111

CAS#: 1415-73-2

Description: Aloin, also known as barbaloin, is a compound noted in the exudate of at least 68 Aloe species. It is used as a stimulant-laxative, treating constipation by inducing bowel movements. In May 2002, the U.S. Food and Drug Administration (FDA) issued a ruling that aloe laxatives are no longer generally recognized as safe (GRAS) and effective, meaning that aloin-containing products are no longer available in over-the-counter drug products in the United States, because they may be carcinogenic and more data is needed to establish otherwise. Aloin may also act as a natural anti-tumor anthraquinone glycoside as well as protect fibroblasts from oxidative stress damage.


Chemical Structure

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Aloin
CAS# 1415-73-2

Theoretical Analysis

MedKoo Cat#: 573111
Name: Aloin
CAS#: 1415-73-2
Chemical Formula: C21H18O9
Exact Mass: 414.10
Molecular Weight: 414.370
Elemental Analysis: C, 60.87; H, 4.38; O, 34.75

Price and Availability

Size Price Availability Quantity
100mg USD 220
250mg USD 360
1g USD 685
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Synonym: Aloin, Barbaloin, Aloinum

IUPAC/Chemical Name: 1,8-Dihydroxy-3-hydroxymethyl-10-(6-hydroxymethyl-3,4,5-trihydroxy-2-pyranyl)anthrone

InChi Key: AFHJQYHRLPMKHU-OSYMLPPYSA-N

InChi Code: 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

SMILES Code: OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)[C@H]2c3cccc(O)c3C(=O)c4c(O)cc(CO)cc24

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 414.37 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Na HS, Song YR, Kim S, Heo JY, Chung HY, Chung J. Aloin Inhibits Interleukin (IL)-1β-Stimulated IL-8 Production in KB Cells. J Periodontol. 2016 Jun;87(6):e108-15. doi: 10.1902/jop.2016.150447. Epub 2016 Mar 4. PubMed PMID: 26944408.

2: Pengjam Y, Madhyastha H, Madhyastha R, Yamaguchi Y, Nakajima Y, Maruyama M. Anthraquinone Glycoside Aloin Induces Osteogenic Initiation of MC3T3-E1 Cells: Involvement of MAPK Mediated Wnt and Bmp Signaling. Biomol Ther (Seoul). 2016 Mar 1;24(2):123-31. doi: 10.4062/biomolther.2015.106. PubMed PMID: 26869456; PubMed Central PMCID: PMC4774492.

3: Liu FW, Liu FC, Wang YR, Tsai HI, Yu HP. Aloin Protects Skin Fibroblasts from Heat Stress-Induced Oxidative Stress Damage by Regulating the Oxidative Defense System. PLoS One. 2015 Dec 4;10(12):e0143528. doi: 10.1371/journal.pone.0143528. eCollection 2015. PubMed PMID: 26637174; PubMed Central PMCID: PMC4670167.

4: Esmat AY, Said MM, Khalil SA. Aloin: a natural antitumor anthraquinone glycoside with iron chelating and non-atherogenic activities. Pharm Biol. 2015 Jan;53(1):138-46. doi: 10.3109/13880209.2014.912239. Epub 2014 Sep 22. PubMed PMID: 25243866.

5: Cui Y, Ye Q, Wang H, Li Y, Xia X, Yao W, Qian H. Aloin protects against chronic alcoholic liver injury via attenuating lipid accumulation, oxidative stress and inflammation in mice. Arch Pharm Res. 2014 Dec;37(12):1624-33. doi: 10.1007/s12272-014-0370-0. Epub 2014 Mar 27. PubMed PMID: 24668153.

6: Tabolacci C, Rossi S, Lentini A, Provenzano B, Turcano L, Facchiano F, Beninati S. Aloin enhances cisplatin antineoplastic activity in B16-F10 melanoma cells by transglutaminase-induced differentiation. Amino Acids. 2013 Jan;44(1):293-300. doi: 10.1007/s00726-011-1166-x. Epub 2011 Dec 3. PubMed PMID: 22139409.