6-(4-aminobutyl)-12-benzyl-3-[1-(benzyloxy)ethyl]-9-(1H-indol-3-ylmethyl)-1,4,7,10,13-pentaazacycloicosane-2,5,8,11,14-pentone

• ChemBase ID: 103831
• Molecular Formular: C44H57N7O6
• Molecular Mass: 779.96668
• Monoisotopic Mass: 779.43703258
• SMILES: CC(OCc1ccccc1)C1NC(=O)C(CCCCN)NC(=O)C(Cc2c[nH]c3c2cccc3)NC(=O)C(Cc2ccccc2)NC(=O)CCCCCCNC1=O
• Canonical SMILES: NCCCCC1NC(=O)C(NC(=O)C(NC(=O)CCCCCCNC(=O)C(NC1=O)C(OCc1ccccc1)C)Cc1ccccc1)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C44H57N7O6/c1-30(57-29-32-18-8-5-9-19-32)40-44(56)46-25-15-3-2-10-23-39(52)48-37(26-31-16-6-4-7-17-31)42(54)50-38(27-33-28-47-35-21-12-11-20-34(33)35)43(55)49-36(41(53)51-40)22-13-14-24-45/h4-9,11-12,16-21,28,30,36-38,40,47H,2-3,10,13-15,22-27,29,45H2,1H3,(H,46,56)(H,48,52)(H,49,55)(H,50,54)(H,51,53)
• InChIKey: YHVHQZYJGWGAKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(4-aminobutyl)-12-benzyl-3-[1-(benzyloxy)ethyl]-9-(1H-indol-3-ylmethyl)-1,4,7,10,13-pentaazacycloicosane-2,5,8,11,14-pentone
• IUPAC Traditional name: 6-(4-aminobutyl)-12-benzyl-3-[1-(benzyloxy)ethyl]-9-(1H-indol-3-ylmethyl)-1,4,7,10,13-pentaazacycloicosane-2,5,8,11,14-pentone
• Synonyms: Cyclosomatostatin; Cyclo(7-aminoheptanoyl-Phe-D-Trp-Lys-Thr[Bzl]); Cyclo-[7-Aminoheptanoyl]-Phe-D-Trp-Lys-O-Benzyl-Thr; cyclo-SOMATOSTATIN

Database IDs

• CAS Number: 84211-54-1
• MDL Number: MFCD00076778
• PubChem SID: 24892727; 162090959
• PubChem CID: 4195535

CALCULATED PROPERTIES

• Acid pKa: 11.897491
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): 0.6008425
• LogD (pH = 7.4): 1.0215284
• Log P: 3.6247995
• Molar Refractivity: 218.2135 cm^3
• Polarizability: 86.444214 Å^3
• Polar Surface Area: 196.54 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 mg/mL, clear, colorless
• Apperance: white powder

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... SST(6750)mouse ... SST(20604)rat ... SST(24797)

Product Information

• Purity: ≥95% (HPLC)

DETAILS

MP Biomedicals - 02153003

A somatostatin antagonist.

Sigma Aldrich - C4801

Amino Acid Sequence
cyclo-Phe-Trp-Lys-Thr-Bzl
Biochem/physiol Actions
Somatostatin antagonist.

REFERENCES

• Fries, J.L., et al., Peptides, 3: 811, (1982).