4-{2-[2-(2-aminoacetamido)-3-carboxypropanamido]-3-phenylpropanamido}-4-{[1-({1-[2-({1-[(1-{[1-({1-[(3-carbamoyl-1-carboxypropyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-[4-(sulfooxy)phenyl]ethyl]carbamoyl}-3-carboxypropyl)carbamoyl]-3-carboxypropyl}carbamoyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl}carbamoyl)-3-carboxypropyl]carbamoyl}butanoic acid

• ChemBase ID: 133902
• Molecular Formular: C66H93N13O28S
• Molecular Mass: 1548.57992
• Monoisotopic Mass: 1547.5973704
• SMILES: CCC(C)C(C(=O)N1CCCC1C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)O)C(=O)NC(Cc1ccc(cc1)OS(=O)(=O)O)C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)N)C(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(Cc1ccccc1)NC(=O)C(CC(=O)O)NC(=O)CN
• Canonical SMILES: NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CCC(=O)N)CC(C)C)Cc1ccc(cc1)OS(=O)(=O)O)CCC(=O)O)CCC(=O)O)C(CC)C)CCC(=O)O)CCC(=O)O)Cc1ccccc1)CC(=O)O
• InChI: InChI=1S/C66H93N13O28S/c1-5-34(4)55(78-59(95)41(21-26-53(88)89)71-56(92)38(18-23-50(82)83)72-61(97)44(29-35-10-7-6-8-11-35)77-63(99)46(31-54(90)91)69-49(81)32-67)65(101)79-27-9-12-47(79)64(100)73-40(20-25-52(86)87)57(93)70-39(19-24-51(84)85)58(94)76-45(30-36-13-15-37(16-14-36)107-108(104,105)106)62(98)75-43(28-33(2)3)60(96)74-42(66(102)103)17-22-48(68)80/h6-8,10-11,13-16,33-34,38-47,55H,5,9,12,17-32,67H2,1-4H3,(H2,68,80)(H,69,81)(H,70,93)(H,71,92)(H,72,97)(H,73,100)(H,74,96)(H,75,98)(H,76,94)(H,77,99)(H,78,95)(H,82,83)(H,84,85)(H,86,87)(H,88,89)(H,90,91)(H,102,103)(H,104,105,106)
• InChIKey: CKXMQSIWBKKXGT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[2-(2-aminoacetamido)-3-carboxypropanamido]-3-phenylpropanamido}-4-{[1-({1-[2-({1-[(1-{[1-({1-[(3-carbamoyl-1-carboxypropyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-[4-(sulfooxy)phenyl]ethyl]carbamoyl}-3-carboxypropyl)carbamoyl]-3-carboxypropyl}carbamoyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl}carbamoyl)-3-carboxypropyl]carbamoyl}butanoic acid
• IUPAC Traditional name: 4-{2-[2-(2-aminoacetamido)-3-carboxypropanamido]-3-phenylpropanamido}-4-{[1-({1-[2-({1-[(1-{[1-({1-[(3-carbamoyl-1-carboxypropyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-[4-(sulfooxy)phenyl]ethyl]carbamoyl}-3-carboxypropyl)carbamoyl]-3-carboxypropyl}carbamoyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl}carbamoyl)-3-carboxypropyl]carbamoyl}butanoic acid
• Synonyms: [Tyr(SO3H)63]-Hirudin Fragment 54-65; [Tyr(SO3H)63]-水蛭素片段 54-65

Database IDs

• CAS Number: 109528-49-6
• MDL Number: MFCD00076564
• PubChem SID: 162228179; 24895775
• PubChem CID: 16132570

CALCULATED PROPERTIES

• Acid pKa: -2.035099
• H Acceptors: 28
• H Donor: 19
• LogD (pH = 5.5): -16.696728
• LogD (pH = 7.4): -25.937023
• Log P: -5.8850727
• Molar Refractivity: 364.2544 cm^3
• Polarizability: 144.04503 Å^3
• Polar Surface Area: 667.82 Å^2
• Rotatable Bonds: 49
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - H6894

Amino Acid Sequence
Gly-Asp-Phe-Glu-Glu-Ile-Pro-Glu-Glu-Tyr(SO3H)-Leu-Gln
Biochem/physiol Actions
可与凝血酶的外部调节位点 I 和凝血酶原的前外部调节位点 I 结合的水蛭素片段。与凝血酶的相互作用可防止凝血酶诱导的凝血因子 V 的活化。在因子 Va 存在下，与凝血酶原的相互作用可抑制通过因子 Xa 形成凝血酶。