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80714-61-0(freebase) molecular structure
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(2S)-1-(2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-(methylsulfanyl)butanamido]-4-carboxybutanamido]-3-(1H-imidazol-4-yl)propanamido]-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidine-2-carboxylic acid; trifluoroacetic acid

ChemBase ID: 154926
Molecular Formular: C39H52F3N9O12S
Molecular Mass: 927.9434896
Monoisotopic Mass: 927.34082381
SMILES and InChIs

SMILES:
CSCC[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N1CCC[C@H]1C(=O)O)N.C(=O)(C(F)(F)F)O
Canonical SMILES:
OC(=O)C(F)(F)F.CSCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)N1CCC[C@H]1C(=O)O)Cc1ccccc1)Cc1nc[nH]c1)CCC(=O)O)N
InChI:
InChI=1S/C37H51N9O10S.C2HF3O2/c1-57-16-13-24(38)32(50)42-25(11-12-31(48)49)33(51)43-26(18-23-19-39-21-41-23)34(52)44-27(17-22-7-3-2-4-8-22)36(54)46-15-5-9-28(46)35(53)40-20-30(47)45-14-6-10-29(45)37(55)56;3-2(4,5)1(6)7/h2-4,7-8,19,21,24-29H,5-6,9-18,20,38H2,1H3,(H,39,41)(H,40,53)(H,42,50)(H,43,51)(H,44,52)(H,48,49)(H,55,56);(H,6,7)/t24-,25-,26-,27-,28-,29-;/m0./s1
InChIKey:
UAXRUQRHZBYPHF-IGCYJKAMSA-N

Cite this record

CBID:154926 http://www.chembase.cn/molecule-154926.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-1-(2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-(methylsulfanyl)butanamido]-4-carboxybutanamido]-3-(1H-imidazol-4-yl)propanamido]-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidine-2-carboxylic acid; trifluoroacetic acid
IUPAC Traditional name
(2S)-1-(2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-(methylsulfanyl)butanamido]-4-carboxybutanamido]-3-(1H-imidazol-4-yl)propanamido]-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidine-2-carboxylic acid; trifluoroacetic acid
Synonyms
ACTH (4-7), Pro-Gly-Pro trifluoroacetate salt
L-Methionyl-L-a-glutamyl-L-histidyl-L-phenylalanyl-L-prolylglycyl-L-proline trifluoroacetate salt
Met-Glu-His-Phe-Pro-Gly-Pro
Semax
CAS Number
80714-61-0(freebase)
MDL Number
MFCD04113563
PubChem SID
162249064
PubChem CID
71312027

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
S8826 external link Add to cart Please log in.
Data Source Data ID
PubChem 71312027 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.1460676  H Acceptors 12 
H Donor LogD (pH = 5.5) -6.9395056 
LogD (pH = 7.4) -7.824588  Log P -6.6502047 
Molar Refractivity 204.6601 cm3 Polarizability 79.96144 Å3
Polar Surface Area 286.32 Å2 Rotatable Bonds 22 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
H2O: >2 mg/mL expand Show data source
Apperance
white to tan powder expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥98% (HPLC) expand Show data source
Shipped in
wet ice expand Show data source
Empirical Formula (Hill Notation)
C37H51N9O10S · xC2HF3O2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - S8826 external link
Biochem/physiol Actions
Semax (Met-Glu-His-Phe-Pro-Gly-Pro) is an analog of the adrenocorticotropin fragment (4-10). It activates the transcription of neurotrophins and has neuroprotective and nootropic activity.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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