ChemicalBook--->CAS DataBase List--->229305-39-9

229305-39-9

229305-39-9 Structure

229305-39-9 Structure
IdentificationBack Directory
[Name]

H-D-GLU(TRP-OH)-OH
[CAS]

229305-39-9
[Synonyms]

GLU-TRP
GolotiMod
GAMMA-GLU-TRP
Unii-637C487Y09
H-g-D-Glu-Trp-OH
H-GLU(TRP-OH)-OH
gamma-D-Glu-L-Trp
H-D-GLU(TRP-OH)-OH
H-GAMMA-GLU-TRP-OH
H-GAMMA-D-GLU-TRP-OH
gammaDglutamylLtryptophan
L-Tryptophan, D-γ-glutamyl-
GOLOTIMOD (UNII-637C487Y09)
H-g-D-Glu-Trp-OH, GolotiMod, BestiM
SCV 07; SCV-07; SCV07; GAMMADGLUTAMYLLTRYPTOPHAN
(2R)-2-amino-5-[[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-5-oxopentanoic acid
[Molecular Formula]

C16H19N3O5
[MDL Number]

MFCD00057875
[MOL File]

229305-39-9.mol
[Molecular Weight]

333.34
Chemical PropertiesBack Directory
[Boiling point ]

737.3±60.0 °C(Predicted)
[density ]

1.428±0.06 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

Soluble in DMSO
[form ]

Solid
[pka]

2.22±0.10(Predicted)
[color ]

White to off-white
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

Golotimod (SCV-07), an immunomodulating peptide with antimicrobial activity, significantly increases the efficacy of antituberculosis therapy, stimulates thymic and splenic cell proliferation, and improves macrophage function. Golotimod (SCV-07) inhibits STAT3 signaling and modulates the duration and severity of oral mucositis in animal models that received radiation or a combination of radiation and Cisplatin. Golotimod (SCV-07) is also a potential therapeutic for recurrent genital herpes simplex virus type 2 (HSV-2)[1][2][3].
[Definition]

ChEBI:Golotimod is a dipeptide.
[in vivo]

Golotimod (SCV-07) (oral gavage or subcutaneous injection, 100 μg/kg, 5 days) reduces experimental recurrent genital HSV-2 disease by oral administration, more importantly, oral SCV07 after fasting shows a greater reduction in incidence and severity than SCV-07 without fasting in female hartley guinea pigs[1].
Golotimod (SCV-07) (subcutaneous injection, once or twice a day from days 1 to 20, 100 μg/kg) can reduce the severity and duration of acute and split radiation-induced oral mucositis (OM) and short the duration of ulcerative OM in male LVG golden Syrian Hamsters[3].

Animal Model:Female Hartley guinea pigs (250-300 g) infected HSV-2[1]
Dosage:100 μg/kg
Administration:Oral gavage or subcutaneous injection; 5 days
Result:Reduced incidence of lesions from 55% (one week before treatment) to only 18% by oral administration, and showed no significant reduction in disease by subcutaneous injection of SCV-07.
Animal Model:Male LVG golden Syrian Hamsters weighing approximately 80 g with radiation-induced mucositis[3]
Dosage:10, 100 μg/kg or 1 mg/kg
Administration:Subcutaneous injection; once or twice a day from days 1 to 20
Result:Showed a peak mucositis of 3.0 on day 18 in the control group compared to only 2.2 in the test group, and the mucositis score in the SCV-07 treated hamsters was only 6.3% compared to 28.1% in the control group at dose of 100 μg/kg.
Significantly decreased the severity and duration of oral mucositis (OM) at dose of 10 μg/kg, 100 μg/kg or 1 mg/kg.
[IC 50]

STAT3
[storage]

Store at -20°C
[References]

[1] Rose WA 2nd, et al. An immunomodulating dipeptide, SCV-07, is a potential therapeutic for recurrent genital herpes simplex virus type 2 (HSV-2). Int J Antimicrob Agents. 2008 Sep;32(3):262-6. DOI:10.1016/j.ijantimicag.2008.04.010
[2] Geiger JL, et al. The STAT3 pathway as a therapeutic target in head and neck cancer: Barriers and innovations. Oral Oncol. 2016 May;56:84-92. DOI:10.1016/j.oraloncology.2015.11.022
[3] Watkins B, et al. Attenuation of radiation- and chemoradiation-induced mucositis using gamma-D-glutamyl-L-tryptophan (SCV-07). Oral Dis. 2010 Oct;16(7):655-60. DOI:10.1111/j.1601-0825.2010.01671.x
Spectrum DetailBack Directory
[Spectrum Detail]

H-D-GLU(TRP-OH)-OH(229305-39-9)1HNMR
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