80226-00-2

80226-00-2 structure

Name: Enterodiol
Chemical Name: (2R,3R)-2,3-bis[(3-hydroxyphenyl)methyl]butane-1,4-diol
CAS Number: 80226-00-2
Molecular Formula: C₁₈H₂₂O₄
Molecular Weight: 302.36
Catalog: Biochemical Chinese herbal medicine ingredients
Create Date: 2016-05-07 22:16:54
Modify Date: 2024-01-02 15:10:13
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].

Name	(2R,3R)-2,3-bis[(3-hydroxyphenyl)methyl]butane-1,4-diol
Synonyms	3,3'-[2,3-Bis(hydroxymethyl)butane-1,4-diyl]diphenol Enterodiol Arbo 9

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	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer
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.

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

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

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