Aloe emodin

Aloe emodin (1,8-dihydroxy-3-(hydroxymethyl)anthraquinone) is an anthraquinone and an isomer of emodin present in aloe latex, an exudate from the aloe plant. It has a strong stimulant-laxative action.[1] Aloe emodin is not carcinogenic when applied to the skin, although it may increase the carcinogenicity of some kind of radiation.[2][3]

Aloe emodin
Clinical data
Other namesRhabarberone
Routes of
administration		Oral
ATC code
  • None
Identifiers
IUPAC name
  • 1,8-Dihydroxy-3-(hydroxymethyl)-9,10-anthracenedione
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.006.884
Chemical and physical data
FormulaC15H10O5
Molar mass270.240 g·mol−1
3D model (JSmol)
Melting point223 to 224 °C (433 to 435 °F) Sublimes in CO2 stream
SMILES
  • O=C2c1cccc(O)c1C(=O)c3c2cc(cc3O)CO
InChI
  • InChI=1S/C15H10O5/c16-6-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-1-3-10(12)17/h1-5,16-18H,6H2 Y
  • Key:YDQWDHRMZQUTBA-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

Aloe emodin is found in the gel, sap or leaves of aloe vera, the socotrine aloe, Barbados aloe, and Zanzibar aloes, the bark of Frangula (Rhamnus frangula) and cascara sagrada (Rhamnus purshiana), the leaves of Senna (Cassia angustifolia), and the rhizome of rhubarb (Rheum rhaponticum). Aloe-emodin has not been found in Natal aloes.

References
  1. The Merck Index (12th ed.). p. 313.
  2. Badgwell DB, Walker CM, Baker WT, Strickland FM (March 2004). "Ethanol and aloe emodin alter the p53 mutational spectrum in ultraviolet radiation-induced murine skin tumors". Molecular Carcinogenesis. 39 (3): 127–38. doi:10.1002/mc.10170. PMID 14991742. S2CID 24146785.
  3. National Toxicology Program (September 2010). "Photocarcinogenesis study of aloe vera [CAS NO. 481-72-1(Aloe-emodin)] in SKH-1 mice (simulated solar light and topical application study)". National Toxicology Program Technical Report Series (553): 7–33, 35–97, 99-103 passim. PMID 21031007.

See also
  • Emodin
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