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516-50-7

516-50-7 Structure

516-50-7 Structure
IdentificationBack Directory
[Name]

2-[4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoylamino]ethanesulfonic acid
[CAS]

516-50-7
[Synonyms]

Tudcabil
Deoxycholyltaurine
Deoxytaurocholic Acid
Taurodeoxychloic Acid
Taurodesoxycholic Acid
Taurosulfodeoxycholic acid
Taurodeoxycholic Acid MaxSpec? Standard
N-(3a,12a-Dihydroxy-5-cholan-24-oyl)taurine
Taurodeoxycholic Acid Discontinued See T009005
Taurodeoxychloic Acid Discontinued See T009005
N-(2-Sulfoethyl)-3α,12α-dihydroxy-5β-cholan-24-amide
2-[[(3a,5,12)-3,12-Dihydroxy-24-oxocholan-24-yl]amino]ethanesulfonic Acid
2-[[(3α,5β,12α)-3,12-Dihydroxy-24-oxocholan-24-yl]amino]ethanesulfonic acid
Ethanesulfonic acid, 2-[[(3α,5β,12α)-3,12-dihydroxy-24-oxocholan-24-yl]amino]-
2-((R)-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)ethanesulfonic acid
2-[4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoylamino]ethanesulfonic acid
[Molecular Formula]

C26H45NO6S
[MOL File]

516-50-7.mol
[Molecular Weight]

499.7
Chemical PropertiesBack Directory
[Melting point ]

175-200 °C
[density ]

1.216±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO (Slightly, Heated, Sonicated), Methanol (Slightly, Heated, Sonicated)
[form ]

Solid
[pka]

1.42±0.50(Predicted)
[color ]

White to Off-White
[Stability:]

Hygroscopic
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Health Hazard (GHS08)
GHS02,GHS08
[Signal word ]

Danger
Hazard InformationBack Directory
[Uses]

Deoxycholyltaurine rescues human colon cancer cells from apoptosis by activating EGFR-dependent PI3K/Akt signaling.
[Definition]

ChEBI: A bile acid taurine conjugate of deoxycholic acid.
[in vivo]

Taurodeoxycholic acid (1.25-5 mg/kg, p.o., 6 days) ameliorates dextran sodium sulfate (DSS)-induced colitis in mice[9].
Taurodeoxycholic acid (Taurodeoxycholic acid form, 50 mg/kg; i.p.; once daliy for 34 d) prevents neuropathology and associated behavioral deficits in the 3-nitropropionic acid rat model of Huntington's disease (HD) [10].
Taurodeoxycholic acid (Taurodeoxycholic acid form, 500 mg/kg; s.c.; once every 3 d for 7 weeks) leads to a significant reduction in striatal neuropathology of the R6/2 transgenic HD mouse[11].
Taurodeoxycholic acid (0.5 mg/kg; i.v., once) confers protection to C57BL/6N mice with sepsis, but does not protect TGR5 KO mice under sepsis[12].

Animal Model:A mouse colitis model (fed with 3% (w/v) DSS in drinking water for the first seven days and then switched to normal drinking water for an additional two days)[9]
Dosage:1.25, 2.5, and 5 mg/kg
Administration: Oral gavage (p.o.), from day 3 to day 8, once a day
Result:Prevented loss of body weight, shortening of the colon, production of pro-inflammatory cytokines, infiltration of pro-inflammatory cells, and mucosal ulceration in the colon.
Animal Model: Huntington's disease model in mouse[10]
Dosage:50 mg/kg
Administration:Intraperitoneal injection; once daliy for 34 d, injected 3-NP at 6 hr after Taurodeoxycholic acid treatment
Result:Reduced striatal atrophy, decreased striatal apoptosis, as well as fewer and smaller size ubiquitinated neuronal intranuclear huntingtin inclusions.
Significantly improved locomotor and sensorimotor deficits.
Animal Model:C57BL/6N mice, Lipopolysaccharides (HY-D1056) injection model of sepsis[12]
Dosage: 0.5 mg/kg
Administration:Intravenous injection, 30 min or 24 h after LPS injection
Result:Improved the survival rate of mice with sepsis.
Decreased liver and kidney damage in septic mice.
Ameliorated systemic inflammation and normalized blood pressure in septic mice.
[IC 50]

Microbial Metabolite
Spectrum DetailBack Directory
[Spectrum Detail]

2-[4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoylamino]ethanesulfonic acid(516-50-7)1HNMR
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