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

• ChemBase编号: 8
• 分子式: C10H16N2O3S
• 平均质量: 244.31064
• 单一同位素质量: 244.08816338
• SMILES: S1[C@H]([C@H]2NC(=O)N[C@H]2C1)CCCCC(=O)O
• Canonical SMILES: OC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1
• InChIKey: YBJHBAHKTGYVGT-ZKWXMUAHSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoic acid
• IUPAC传统名: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoic acid; biotin
• 商标名: Biodermatin; Bioepiderm; Bios II; Factor S; Lutavit H2; Meribin; Rovimix H2; Biotin Forte
• 别名: 吡哆素; 生物素; D-生物素; Biotin 生物素; 维生素 B7; 维生素 H; 辅酶 R; 生物素; (3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic Acid; Lutavit H2; Meribin; NSC 63865; Rovimix H2; Bios II; D-BIOTIN; Vitamin B 7; D(+)-Biotin; (+)-Biotin; (+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valeric acid; cis-(+)-Tetrahydro-2-oxothieno[3,4]imidazoline-4-valeric acid; Vitamin H; Vitamin B7; D(+)-Biotin; D-Biotin; Coenzyme R; Biotin; Biotinum; Biotin; D-Biotin; Biotin; Vitamin B₇; Biopeiderm; 5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid; Bioepiderm; Factor S; D-BIOTIN, USP GRADE

登记号

• CAS号: 58-85-5
• EC号: 200-399-3
• MDL号: MFCD00005541
• Beilstein号: 86838
• PubChem SID: 24891512; 24851733; 24871542; 24891716; 160963471; 24891795; 46508694; 24891778
• PubChem CID: 171548
• CHEBI ID: 15956
• ATC码: A11HA05
• CHEMBL: 857
• Chemspider ID: 149962
• DrugBank ID: DB00121
• KEGG ID: D00029
• 美国药典/FDA物质标识码: 6SO6U10H04
• 维基百科标题: Biotin

理论计算性质

JChem

• Acid pKa: 4.4043164
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): -0.8081781
• LogD (pH = 7.4): -2.5652478
• Log P: 0.31942365
• 摩尔折射率: 60.0509 cm^3
• 极化性: 23.706692 Å^3
• 极化表面积: 78.43 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.17
• LOG S: -2.3
• 溶解度: 1.22e+00 g/l

分子性质

理化性质

• 溶解度: 0.1 M NaOH: soluble10 mg/mL at 25 °C, clear, colorless; 0.22 mg/mL at 25 oC [MERCK INDEX (1996)]; 22 mg/100 mL in water; H2O: soluble0.2 mg/mL (Solubility increases with addition of 1 N NaOH.); Water
• 外观: lyophilized powder; powder; White crystalline needles; White Solid
• 熔点: 229-234 °C; 231-233 °C(lit.); 232-233; 232-233 °C; 232-233°C
• 比旋光度: [α]20/D +91±2°, c = 1% in 0.1 M NaOH
• 疏水性(logP): 0.5

安全信息

• 保存条件: 2-8°C; Refrigerator
• 保存注意事项: IRRITANT
• RTECS编号: XJ9088200
• 德国WGK号: 1
• TSCA收录: false
• NFPA704:
  

  1

  1

  0
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

药理学性质

• 生物活性机理: Cofactor responsible for carbon dioxide transfer

产品相关信息

• 纯度: ≥98.0%; ≥99%; ≥99% (TLC); ≥99.0% (T); 95+%
• 级别: analytical standard; certified reference material; Ph Eur; SAJ special grade; TraceCERT®; USP
• 包装: ampule of 100 mg
• 适用性: meets USP testing specifications; plant cell culture tested; suitable for cell culture; suitable for insect cell culture; suitable for plant cell culture
• 燃烧残渣: ≤0.1% (as SO4)
• 痕量阳离子: Ca: ≤50 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤10 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤500 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• 生物来源: Occurs in yeast, eggs and liver. Also prod. by various other microorganisms and isol. from various higher plant sources, e.g. maize seedlings, leaves of Raphanus sativus
• 有效期: (limited shelf life, expiry date on the label)
• 干燥失重: ≤0.5% loss on drying
• 应用领域: Additive for cosmetic and feedstuffs; Bacterial growth factor for ""egg white injury""
• 产品质量级别: PREMIUM
• 特征: standard type water soluble vitamin
• 药典: testing & handling conforms to Pharmacopeia
• Empirical Formula (Hill Notation): C10H16N2O3S

详细说明

MP Biomedicals - 02101023

Crystalline

MP Biomedicals - 02199537

Solid

MP Biomedicals - 02194634

Cell Culture Reagent
Crystalline

DrugBank - DB00121

• Drug Groups: approved; nutraceutical
• Description: A water-soluble, enzyme co-factor present in minute amounts in every living cell. It occurs mainly bound to proteins or polypeptides and is abundant in liver, kidney, pancreas, yeast, and milk. [PubChem]
• Indication: For nutritional supplementation, also for treating dietary shortage or imbalance.
• Pharmacology: Biotin is a water-soluble B-complex vitamin which is composed of an ureido ring fused with a tetrahydrothiophene ring. A valeric acid substituent is attached to one of the carbon atoms of the tetrahydrothiophene ring. Biotin is used in cell growth, the production of fatty acids, metabolism of fats, and amino acids. It plays a role in the Kreb cycle, which is the process in which energy is released from food. Biotin not only assists in various metabolic chemical conversions, but also helps with the transfer of carbon dioxide. Biotin is also helpful in maintaining a steady blood sugar level. Biotin is often recommended for strengthening hair and nails. Consequenty, it is found in many cosmetic and health products for the hair and skin. Biotin deficiency is a rare nutritional disorder caused by a deficiency of biotin. Initial symptoms of biotin deficiency include: Dry skin, Seborrheic dermatitis, Fungal infections, rashes including erythematous periorofacial macular rash, fine and brittle hair, and hair loss or total alopecia. If left untreated, neurological symptoms can develop, including mild depression, which may progress to profound lassitude and, eventually, to somnolence; changes in mental status, generalized muscular pains (myalgias), hyperesthesias and paresthesias. The treatment for biotin deficiency is to simply start taking some biotin supplements. A lack of biotin in infants will lead to a condition called seborrheic dermatitis or "cradle cap". Biotin deficiencies are extremely rare in adults but if it does occur, it will lead to anemia, depression, hair loss, high blood sugar levels, muscle pain, nausea, loss of appetite and inflamed mucous membranes.
• Toxicity: Prolonged skin contact may cause irritation.
• Affected Organisms: Humans and other mammals
• Absorption: Systemic - approximately 50%
• References: Holmberg A, Blomstergren A, Nord O, Lukacs M, Lundeberg J, Uhlen M: The biotin-streptavidin interaction can be reversibly broken using water at elevated temperatures. Electrophoresis. 2005 Feb;26(3):501-10. [Pubmed]
• External Links: Wikipedia; PDRhealth; Drugs.com

Sigma Aldrich - B4639

Biochem/physiol Actions
对于氨基酸、能量代谢和脂肪酸合成有重要作用的必要维生素。它是四种哺乳类动物羧化酶中的辅基，促进二氧化碳的结合与输送。

Sigma Aldrich - 91827

General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 14400

Other Notes
综述1,2；亲和素-生物素技术；

Sigma Aldrich - B0301

Biochem/physiol Actions
对于氨基酸、能量代谢和脂肪酸合成有重要作用的必要维生素。它是四种哺乳类动物羧化酶中的辅基，促进二氧化碳的结合与输送。

Sigma Aldrich - B4501

Application
可用于从抗生物素蛋白/链霉抗生物素蛋白树脂上洗脱蛋白质。
包装
1, 5, 10, 25 g in poly bottle
100, 500 mg in poly bottle

Sigma Aldrich - 47868

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.

Toronto Research Chemicals - B389040

Growth factor present in minute amounts in every living cell. Plays an indispensable role in numerous naturally occurring carboxylation reactions. Occurs mainly bound to proteins or polypeptides. The richest sources are liver, kidney, pancreas, yeast, and

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