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alpha-Glutamyltryptophan

HCID 333386
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
38101-59-6
Standard SMILES
NC(CCC(=O)O)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)O
InChIKey
LLEUXCDZPQOJMY-UHFFFAOYSA-N
Molecular formula
C16H19N3O5
Average molar mass
333.34 g/mol
Monoisotopic mass
333.13247072

Overview

RN refers to L-isomer; a naturally occurring thymic immunomodulator

Names & identifiers

Preferred name
alpha-Glutamyltryptophan
IUPAC
4-amino-5-[[1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-5-oxopentanoic acid
English name
H-Glu-Trp-OH
Molecular formula
C16H19N3O5
Molecular weight
333.34

Names & synonyms

RefChem:915520DTXCID50201843DTXSID10865900alpha-GlutamyltryptophanSCHEMBL2042188CHEMBL4553149H-Glu-Trp-OH; L-Glu-L-Trp;LLEUXCDZPQOJMY-UHFFFAOYSA-NSTL504719AKOS037487920NS001231994-amino-5-[[1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-5-oxo-pentanoic acid
Show more names
OglufanideGlutamyltryptophanL-Glutamyl-L-tryptophanGLU-TRPTimogenZ-Glu-TrpCcris 8677NSC 334073Glu-Trp HAc
EW

Database identifiers

CAS
38101-59-6
PubChem CID
333386
ChEMBL
CHEMBL4553149

Properties

Computed structural properties

XLogP
-2.7
Topological polar surface area
146 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
6
Rotatable bonds
8
Heavy atoms
24
Formal charge
0
Complexity
484

Physicochemical properties

Melting point
121 · 121-122℃
Boiling point
738.9 · 738.9±60.0 °C(Predicted)
Density
1.428 · 1.428
storage temp.
2 · Keep in dark place,Inert atmosphere,2-8°C
solubility
15.5 mg/mL · DMSO : 15.5 mg/mL (46.50 mM)
form
Solid
pka
3.09 · 3.09±0.10(Predicted)
color
White to off-white
InChI
InChI=1/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-/s3
InChIKey
LLEUXCDZPQOJMY-PZILLZCRNA-N
SMILES
C(C1=CNC2=CC=CC=C12)[C@@H](C(=O)O)NC(=O)[C@@H](N)CCC(=O)O |&1:10,17,r|
FDA UNII
4 RHY598T5U · 4RHY598T5U
Symbol(GHS)
7 · GHS07,GHS02
Signal word
Warning
Hazard statements
315 · H315-H319-H226

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

Signal word
Warning
Symbol(GHS)
GHS07,GHS02
Hazard statements
H315-H319-H226
Precautionary statements
P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235

Chemistry & industry

Applications · 2 items

UsesTreatment of Kaposi’s sarcoma and solid tumor cancers (angiogenesis inhibitor); immunomodulator.

UsesH-Glu-Trp-OH, has show to have potential antiangiogenic and immunomodulating activities. It inhibits vascular endothelial growth factor (VEGF), which may inhibit angiogenesis. This agent has also been reported to stimulate the immune response to hepatitic C virus and intracellular bacterial infections.

Suppliers100 total

韶远科技(上海)有限公司4000665055 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
江苏生康迈翔科技有限公司18217475093 · [email protected]
郑州汇聚化工有限公司0371-53399770 18037166334 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
上海海皋科技有限公司021-57646680 18306277365 · [email protected]

Related reactions

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New reaction record

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Precautionary statements
501 · P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
Aladdin Scientific[email protected]
上海鸿肽生物科技有限公司15318089928 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
杭州思诺达医药科技有限责任公司0571-87213919 17306812703 · [email protected]
欧利希(湖北)医药科技有限公司17316404525 17316404525 · [email protected]
四川吉晟生物医药有限公司+86-0833-2598903 15528221685 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海安化生物技术有限公司021-61263375 18168859245
銳迪國際科技有限公司18024082417 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
上海瀚香生物科技有限公司177-54423994 17754423994 · [email protected]
湖北魏氏化学试剂股份有限公司17771898297 13125137661 · [email protected]
NANJING YINGWEN BIOTECHNOLOGY CO LTD+8613382787392 · [email protected]
太原百利恒康生物技术有限公司19135651983 · [email protected]
ChemeGen 中国18818260767 · [email protected]
LEON (NANJING) BIOTECHNOLOGY CO., LTD.15051830413 · [email protected]
Shanghai Hanhong Scientific Co., Ltd.+undefined17612118332 · [email protected]
杭州专肽生物技术有限公司17342063383 · [email protected]
湖北威德利化学试剂有限公司186-02735115 18602735115 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
郑州阿尔法化工有限公司0371-53732842 15981811963 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
四川安派博生物科技有限公司028-65294243 18682730901 · [email protected]
无锡亚肽生物科技有限公司0510-83583050 13771062561 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
成都贝宇医药科技有限公司028-85051141 · [email protected]
杭州普睿汀科技有限公司15267171335 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
珀尔生物科技(聊城市)有限公司17763511183 · [email protected]
湖北川合化工有限公司187-7130-7593 18672969259 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
南京肽谷生物科技有限公司18115476705 · [email protected]
湖北万业众诚化学试剂有限责任公司18671296875 · [email protected]
上海珞珐生化科技有限公司021-51111890 15317326293 · [email protected]
南京莱昂生物科技有限公司025-84523390 -127; 17705183659 · [email protected]
成都云希化工有限公司+86-17380623303 · [email protected]
上海前衍生物科技有限公司02781293128 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]

Additional notes

DefinitionChEBI: A dipeptide composed of L-glutamic acid and L-tryptophan joined by a peptide linkage.