Aloe-emodin

Aloe-emodin
Compound Structure:
Synonyms: Aloe-emodin;Aloe emodin;481-72-1;Aloeemodin;Aloe-emodine;Rhabarberone;3-Hydroxymethylchrysazine;1,8-dihydroxy-3-(hydroxymethyl)anthracene-9,10-dione;3-Hydroxymethylchrysazin;EMODINE;1,8-Dihydroxy-3-(hydroxymethyl)anthraquinone
Compound ID: NMPC-570
PubChem ID:

10207

Molecular Formula: C15H10O5
Canonical SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)CO
InChIKey: YDQWDHRMZQUTBA-UHFFFAOYSA-N
About the compound:

Aloe emodin is a dihydroxyanthraquinone that is found in various plant species, particularly in the genus Aloe. Here are some key points about Aloe emodin:

Chemical Structure: Aloe emodin is a dihydroxyanthraquinone and is structurally similar to chrysazin, with the addition of a hydroxymethyl group at position 3. Its chemical formula is C15H10O5.

Role and Function: Aloe emodin has been identified as having potential antineoplastic (anticancer) properties. It is considered an antineoplastic agent. Additionally, it is classified as a plant metabolite, meaning it is naturally produced by plants.

Occurrence: Aloe emodin is found in various plant sources, including the gel, sap, or leaves of aloe vera, socotrine aloe, Barbados aloe, and Zanzibar aloes. It is also present in the bark of Frangula (Rhamnus frangula) and cascara sagrada (Rhamnus purshiana), the leaves of Senna (Cassia angustifolia), and the rhizome of rhubarb (Rheum rhaponticum). It should be noted that Aloe-emodin has not been found in Natal aloes.

Laxative Action: Aloe emodin is known for its strong stimulant-laxative action. This property has led to its historical use as a laxative.

Carcinogenicity: Aloe emodin is not considered carcinogenic when applied to the skin. However, it may enhance the carcinogenic effects of certain types of radiation.

Overall, Aloe emodin is a naturally occurring compound found in various plant species, including different types of aloe and other plants. It has been of interest for its potential anticancer properties and is known for its laxative effects.

GHS Hazard Statements

H315 (97.78%): Causes skin irritation [Warning Skin corrosion/irritation]

H319 (97.78%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]


Properties:

Chemical and Physical Properties

Computed Properties

Property Name

Property Value

Molecular Weight

270.24 g/mol

XLogP3-AA

1.8

Hydrogen Bond Donor Count

3

Hydrogen Bond Acceptor Count

5

Rotatable Bond Count

1

Exact Mass

270.05282342 g/mol

Monoisotopic Mass

270.05282342 g/mol

Topological Polar Surface Area

94.8Ų

Heavy Atom Count

20

Formal Charge

0

Complexity

421

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Solid

Melting Point

221 - 223 °C

Source: PubChem

Source Species: Senna occidentalis
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