5-[(3aS,4S,6aR)-2-imino-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoic acid

• ChemBase ID: 155436
• Molecular Formular: C10H17N3O2S
• Molecular Mass: 243.32588
• Monoisotopic Mass: 243.1041478
• SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)O)NC(=N)N2
• Canonical SMILES: OC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=N)N2
• InChI: InChI=1S/C10H17N3O2S/c11-10-12-6-5-16-7(9(6)13-10)3-1-2-4-8(14)15/h6-7,9H,1-5H2,(H,14,15)(H3,11,12,13)/t6-,7-,9-/m0/s1
• InChIKey: WWVANQJRLPIHNS-ZKWXMUAHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-imino-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoic acid
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-imino-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanoic acid
• Synonyms: Guanidinobiotin; Hexahydro-2-imino-1H-thieno[3,4-d]imidazole-4-pentanoic acid; 2-Iminobiotin

Database IDs

• CAS Number: 13395-35-2
• MDL Number: MFCD00066150
• Beilstein Number: 18952
• PubChem SID: 162249574; 24896060
• PubChem CID: 128878

CALCULATED PROPERTIES

• Acid pKa: 4.434023
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.1201495
• LogD (pH = 7.4): -1.0910712
• Log P: -1.0909053
• Molar Refractivity: 72.5229 cm^3
• Polarizability: 24.32561 Å^3
• Polar Surface Area: 85.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1 M HCl: soluble50 mg/mL, clear, colorless

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (TLC); ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C10H17N3O2S

DETAILS

Sigma Aldrich - 56774

Other Notes
Inhibitor of nitric oxide synthases1