Enterodiol

Modify Date: 2024-01-02 15:10:13

Enterodiol Structure
Enterodiol structure
Common Name Enterodiol
CAS Number 80226-00-2 Molecular Weight 302.36
Density 1.251g/cm3 Boiling Point 554.9ºC at 760 mmHg
Molecular Formula C18H22O4 Melting Point N/A
MSDS N/A Flash Point 262.5ºC

 Use of Enterodiol


Enterodiol is transformed by human intestinal bacteria from lignans contained in various whole-grain cereals, nuts, legumes, flaxseed, and vegetables. Enterodiol has an apoptotic effect in colorectal cancer (CRC) cells. Anti-cancer activities[1][2].

 Names

Name (2R,3R)-2,3-bis[(3-hydroxyphenyl)methyl]butane-1,4-diol
Synonym More Synonyms

 Enterodiol Biological Activity

Description Enterodiol is transformed by human intestinal bacteria from lignans contained in various whole-grain cereals, nuts, legumes, flaxseed, and vegetables. Enterodiol has an apoptotic effect in colorectal cancer (CRC) cells. Anti-cancer activities[1][2].
Related Catalog
Target

Human Endogenous Metabolite

In Vitro Enterodiol (0-100 μM; 24-72 hours) results in an apoptosis rate of up to 40% in CT26 cells. Enterodiol shows no cytotoxicity toward RAW264.7 macrophages[1]. Enterodiol (0-100 μM; 24-48 hours) also suppresses the migration of CRC cells in a concentration-dependent manner. The phosphorylation of ERK, JNK, and p38 is down-regulated with Enterodiol treatment. Enterodiol (0-100 μM; 48 hours) decreases the expression levels of anti-apoptotic proteins in CRC cells[1].
In Vivo Enterodiol (1 mg/kg; intra-tumor injection method; once every other day until day 32) suppresses tumor markedly[2]. Animal Model: 4-8 weeks old female BALB/c nude mice[2] Dosage: 1 mg/kg Administration: Intra-tumor injection method; once every other day until day 32 Result: A significant reduction in the tumor volume in the experimental groups compared to the PBS group.
References

[1]. Shin MK, et al. Apoptotic effect of enterodiol, the final metabolite of edible lignans, in colorectal cancer cells. J Sci Food Agric. 2019;99(5):2411-2419.

[2]. Liu H, et al. Enterolactone has stronger effects than enterodiol on ovarian cancer. J Ovarian Res. 2017;10(1):49. Published 2017 Jul 24.

 Chemical & Physical Properties

Density 1.251g/cm3
Boiling Point 554.9ºC at 760 mmHg
Molecular Formula C18H22O4
Molecular Weight 302.36
Flash Point 262.5ºC
Exact Mass 302.15200
PSA 80.92000
LogP 2.10000
Index of Refraction 1.626
Storage condition 2-8°C

 Safety Information

Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases 26-36
WGK Germany 3

 Synonyms

3,3'-[2,3-Bis(hydroxymethyl)butane-1,4-diyl]diphenol
Enterodiol
Arbo 9
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