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140703-51-1 molecular structure
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(2S)-6-amino-2-[(2R)-2-[(2S)-2-[(2S)-2-[(2R)-2-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanamido]-3-(2-methyl-1H-indol-3-yl)propanamido]propanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]hexanamide

ChemBase ID: 154117
Molecular Formular: C47H58N12O6
Molecular Mass: 887.04022
Monoisotopic Mass: 886.46022764
SMILES and InChIs

SMILES:
Cc1c(c2ccccc2[nH]1)C[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(=O)N)NC(=O)[C@H](Cc1cnc[nH]1)N
Canonical SMILES:
NCCCC[C@@H](C(=O)N)NC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H](Cc1c(C)[nH]c2c1cccc2)NC(=O)[C@H](Cc1cnc[nH]1)N)C
InChI:
InChI=1S/C47H58N12O6/c1-27-34(33-15-7-9-17-37(33)54-27)23-41(58-44(62)35(49)22-31-25-51-26-53-31)45(63)55-28(2)43(61)57-40(21-30-24-52-36-16-8-6-14-32(30)36)47(65)59-39(20-29-12-4-3-5-13-29)46(64)56-38(42(50)60)18-10-11-19-48/h3-9,12-17,24-26,28,35,38-41,52,54H,10-11,18-23,48-49H2,1-2H3,(H2,50,60)(H,51,53)(H,55,63)(H,56,64)(H,57,61)(H,58,62)(H,59,65)/t28-,35-,38-,39+,40-,41+/m0/s1
InChIKey:
RVWNMGKSNGWLOL-GIIHNPQRSA-N

Cite this record

CBID:154117 http://www.chembase.cn/molecule-154117.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-6-amino-2-[(2R)-2-[(2S)-2-[(2S)-2-[(2R)-2-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanamido]-3-(2-methyl-1H-indol-3-yl)propanamido]propanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]hexanamide
IUPAC Traditional name
(2S)-6-amino-2-[(2R)-2-[(2S)-2-[(2S)-2-[(2R)-2-[(2S)-2-amino-3-(3H-imidazol-4-yl)propanamido]-3-(2-methyl-1H-indol-3-yl)propanamido]propanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]hexanamide
Synonyms
HEX
L-Histidyl-2-methyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide
Examorelin
Hexarelin
Hexarelin
L-组氨酰-2-甲基-D-色氨酰-L-丙氨酰-L-色氨酰-D-苯丙氨酰-L-赖氨酰胺
艾沙瑞林
海沙瑞林
CAS Number
140703-51-1
PubChem SID
162248256
PubChem CID
6918297

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 6918297 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 11.791179  H Acceptors
H Donor 11  LogD (pH = 5.5) -5.183351 
LogD (pH = 7.4) -2.73063  Log P 0.39507082 
Molar Refractivity 244.8601 cm3 Polarizability 97.06592 Å3
Polar Surface Area 300.89 Å2 Rotatable Bonds 23 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
H2O: soluble1 mg/mL, clear, colorless expand Show data source
RTECS
OL4683333 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥90% (HPLC) expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C47H58N12O6 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - 80666 external link
Biochem/physiol Actions
Hexarelin (HEX), a ghrelin analogue, is a growth hormone secretagogue receptor agonist, a growth hormone releasing peptide. Hexarelin may be used as an internal standard in quantitative analysis (via chromatography etc.) of prohibited growth hormone enhancing drugs such as GHRP-2. The potential use of Hexarelin as a therapeutic has prompted research studies on its physiological effects in vitro and in vivo.
Toronto Research Chemicals - H294700 external link
Hexarelin is a synthetic growth hormone-releasing peptide (GHRP).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Camanni, F., et al.: Front Neuroendocrinol., 19, 47 (1998)
  • • Ghigo, E., et al.: Eur. J. Endocrinol., 136, 445 (1998)
  • • Mericq, V., et al.: J. Pediatr. Endocrinol. Metab., 16, 981 (1998)
  • • Bidlingmaier, M., et al.: Clin. Chem., 55, 445 (1998)
  • • Thomas, A., et
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PATENTS

PATENTS

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INTERNET

INTERNET

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