(2R)-2-{[(2S)-1-[(4R,7S,10S,13S,16S)-13-benzyl-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl]formamido}-5-carbamimidamido-N-(carbamoylmethyl)pentanamide acetic acid hydrate

• ChemBase ID: 155277
• Molecular Formular: C48H70N14O15S2
• Molecular Mass: 1147.2842
• Monoisotopic Mass: 1146.45864961
• SMILES: CC(=O)O.c1ccc(cc1)C[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](CSSCCC(=O)N[C@@H](C(=O)N1)Cc1ccc(cc1)O)C(=O)N1CCC[C@H]1C(=O)N[C@H](CCCNC(=N)N)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N.O
• Canonical SMILES: NC(=O)C[C@H]1NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](NC(=O)CCSSC[C@H](NC1=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(=O)NCC(=O)N)CCCNC(=N)N)Cc1ccc(cc1)O.CC(=O)O.O
• InChI: InChI=1S/C46H64N14O12S2.C2H4O2.H2O/c47-35(62)15-14-29-40(67)58-32(22-36(48)63)43(70)59-33(45(72)60-18-5-9-34(60)44(71)56-28(8-4-17-52-46(50)51)39(66)53-23-37(49)64)24-74-73-19-16-38(65)54-30(21-26-10-12-27(61)13-11-26)41(68)57-31(42(69)55-29)20-25-6-2-1-3-7-25;1-2(3)4;/h1-3,6-7,10-13,28-34,61H,4-5,8-9,14-24H2,(H2,47,62)(H2,48,63)(H2,49,64)(H,53,66)(H,54,65)(H,55,69)(H,56,71)(H,57,68)(H,58,67)(H,59,70)(H4,50,51,52);1H3,(H,3,4);1H2/t28-,29+,30+,31+,32+,33+,34+;;/m1../s1
• InChIKey: KWCKGAOCVGPZIC-VCCVNBJCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(2S)-1-[(4R,7S,10S,13S,16S)-13-benzyl-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl]formamido}-5-carbamimidamido-N-(carbamoylmethyl)pentanamide acetic acid hydrate
• IUPAC Traditional name: acetic acid desmopresina hydrate
• Synonyms: DDAVP; Desmopressin; [deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate; 去氨加压素; [去氨基-Cys1, D-Arg8]-加压素 乙酸盐 水合物

Database IDs

• PubChem SID: 162249415
• PubChem CID: 9812234

CALCULATED PROPERTIES

• Acid pKa: 9.496981
• H Acceptors: 15
• H Donor: 14
• LogD (pH = 5.5): -8.05906
• LogD (pH = 7.4): -7.7814827
• Log P: -6.128255
• Molar Refractivity: 279.7799 cm^3
• Polarizability: 104.498955 Å^3
• Polar Surface Area: 435.41 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H332
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... AVPR2(554)mouse ... AVPR2(12000)rat ... AVPR2(25108)

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C46H64N14O12S2 · xC2H4O2 · yH2O

DETAILS

Sigma Aldrich - V1005

Amino Acid Sequence
Mpa-Tyr-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2 [Disulfide Bridge: 1-6]
Biochem/physiol Actions
Potent selective V2 vasopressin receptor (antidiuretic) agonist.