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Oglufanide

CAT: 0804-HY-13718-05Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-13718-05Size:100 mg
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Description
Oglufanide (H-Glu-Trp-OH) is a dipeptide immunomodulator isolated from calf thymus. Oglufanide inhibits vascular endothelial growth factor (VEGF) . Oglufanide can stimulate the immune response to hepatitic C virus (HCV) and intracellular bacterial infections. Oglufanide shows antitumor and anti-angiogenesis activities[1][2][3].
CAS Number
38101-59-6
Product Name Alternative
H-Glu-Trp-OH; L-Glutamyl-L-tryptophan
UNSPSC
12352209
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite; HCV; VEGFR
Type
Natural Products
Related Pathways
Anti-infection; Metabolic Enzyme/Protease; Protein Tyrosine Kinase/RTK
Applications
COVID-19-anti-virus
Field of Research
Cancer; Infection; Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/Oglufanide.html
Purity
98.97
Solubility
DMSO : 15.5 mg/mL (ultrasonic; warming)
Smiles
O=C(O)[C@H](CC1=CNC2=CC=CC=C12)NC([C@H](CCC(O)=O)N)=O
Molecular Formula
C16H19N3O5
Molecular Weight
333.34
Precautions
H302, H315, H319, H335
References & Citations
[1]Bayes M, et al. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2005 Jul-Aug;27 (6) :411-61.|[2]Nagendra Kumar Kaushik, et al. Biomedical importance of indoles. Molecules. 2013 Jun 6;18 (6) :6620-62.|[3]Noy A, et al. Angiogenesis inhibitor IM862 is ineffective against AIDS-Kaposi's sarcoma in a phase III trial, but demonstrates sustained, potent effect of highly active antiretroviral therapy: from the AIDS Malignancy Consortium and IM862 Study Team. J Clin Oncol. 2005 Feb 10;23 (5) :990-8.|[4]Smith DL, et al. Natural killer cell cytolytic activity is necessary for in vivo antitumor activity of the dipeptide L-glutamyl-L-tryptophan. Int J Cancer. 2003 Sep 10;106 (4) :528-533.
Shipping Conditions
Blue Ice
Storage Conditions
-80°C, 2 years; -20°C, 1 year (Powder, sealed storage, away from moisture)
Scientific Category
Natural Products
Clinical Information
Phase 2
Isoform
Human Endogenous Metabolite

Chemical Information

Thymogen

Glu-Trp is a dipeptide composed of L-glutamic acid and L-tryptophan joined by a peptide linkage. It has a role as a metabolite, an antineoplastic agent, an immunomodulator and an angiogenesis modulating agent. It is functionally related to a L-glutamic acid and a L-tryptophan.

CAS Number38101-59-6
PubChem CID100094
IUPAC Name(4S)-4-amino-5-[[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-5-oxopentanoic acid
Molecular FormulaC16H19N3O5
Molecular Weight333.34
XLogP-2.7
Topological Polar Surface Area146
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count24
Formal Charge0
Complexity484
SMILES
C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)NC(=O)[C@H](CCC(=O)O)N
InChI
InChI=1S/C16H19N3O5/c17-11(5-6-14(20)21)15(22)19-13(16(23)24)7-9-8-18-12-4-2-1-3-10(9)12/h1-4,8,11,13,18H,5-7,17H2,(H,19,22)(H,20,21)(H,23,24)/t11-,13-/m0/s1
InChIKey
LLEUXCDZPQOJMY-AAEUAGOBSA-N
Chemical Structure
2D Structure
2D structure of Thymogen
CAS: 38101-59-6
CID: 100094
Formula: C16H19N3O5
MW: 333.34
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight333.34
XLogP3-2.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass333.13247072
Monoisotopic Mass333.13247072
Topological Polar Surface Area146 Ų
Heavy Atom Count24
Formal Charge0
Complexity484
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
T7203-01Oglufanide
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A21151-50Oglufanide 50mg
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