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58-85-5 分子结构
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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和InChIs

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

引用这个纪录

CBID:8 http://www.chembase.cn/molecule-8.html

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名称和登记号

名称和登记号

名称 登记号
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
biotin
5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoic acid
商标名
Biodermatin
Bioepiderm
Bios II
Factor S
Lutavit H2
Meribin
Rovimix H2
Biotin Forte
别名
Biotin 生物素
维生素 B7
维生素 H
辅酶 R
生物素
生物素
吡哆素
D-生物素
(+)-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
Bioepiderm
Factor S
D-BIOTIN, USP GRADE
D(+)-Biotin
5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid
Bios II
D-BIOTIN
Biotinum
Biotin
Biotin
(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic Acid
Lutavit H2
Meribin
NSC 63865
Vitamin B7
Biopeiderm
Vitamin B 7
Rovimix H2
D-Biotin
CAS号
58-85-5
EC号
200-399-3
MDL号
MFCD00005541
Beilstein号
86838
PubChem SID
160963471
24871542
24891716
24891795
24891778
24891512
24851733
46508694
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

理论计算性质

JChem ALOGPS 2.1
Acid pKa 4.4043164  质子受体
质子供体 LogD (pH = 5.5) -0.8081781 
LogD (pH = 7.4) -2.5652478  Log P 0.31942365 
摩尔折射率 60.0509 cm3 极化性 23.706692 Å3
极化表面积 78.43 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P 0.17  LOG S -2.3 
溶解度 1.22e+00 g/l 

分子性质

分子性质

理化性质 安全信息 药理学性质 产品相关信息 生物活性(PubChem)
溶解度
0.1 M NaOH: soluble10 mg/mL at 25 °C, clear, colorless expand 查看数据来源
0.22 mg/mL at 25 oC [MERCK INDEX (1996)] expand 查看数据来源
22 mg/100 mL in water expand 查看数据来源
H2O: soluble0.2 mg/mL (Solubility increases with addition of 1 N NaOH.) expand 查看数据来源
Water expand 查看数据来源
外观
lyophilized powder expand 查看数据来源
powder expand 查看数据来源
White crystalline needles expand 查看数据来源
White Solid expand 查看数据来源
熔点
229-234 °C expand 查看数据来源
231-233 °C(lit.) expand 查看数据来源
232-233 expand 查看数据来源
232-233 °C expand 查看数据来源
232-233°C expand 查看数据来源
比旋光度
[α]20/D +91±2°, c = 1% in 0.1 M NaOH expand 查看数据来源
疏水性(logP)
0.5 expand 查看数据来源
保存条件
2-8°C expand 查看数据来源
Refrigerator expand 查看数据来源
保存注意事项
IRRITANT expand 查看数据来源
RTECS编号
XJ9088200 expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
1 expand 查看数据来源
TSCA收录
false expand 查看数据来源
NFPA704
NFPA 704 diagram
1
1
0
expand 查看数据来源
个人保护装置
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand 查看数据来源
保存温度
2-8°C expand 查看数据来源
生物活性机理
Cofactor responsible for carbon dioxide transfer expand 查看数据来源
纯度
≥98.0% expand 查看数据来源
≥99% expand 查看数据来源
≥99% (TLC) expand 查看数据来源
≥99.0% (T) expand 查看数据来源
95+% expand 查看数据来源
级别
analytical standard expand 查看数据来源
certified reference material expand 查看数据来源
Ph Eur expand 查看数据来源
SAJ special grade expand 查看数据来源
TraceCERT® expand 查看数据来源
USP expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
包装
ampule of 100 mg expand 查看数据来源
适用性
meets USP testing specifications expand 查看数据来源
plant cell culture tested expand 查看数据来源
suitable for cell culture expand 查看数据来源
suitable for insect cell culture expand 查看数据来源
suitable for plant cell culture expand 查看数据来源
燃烧残渣
≤0.1% (as SO4) expand 查看数据来源
痕量阳离子
Ca: ≤50 mg/kg expand 查看数据来源
Cd: ≤5 mg/kg expand 查看数据来源
Co: ≤5 mg/kg expand 查看数据来源
Cr: ≤5 mg/kg expand 查看数据来源
Cu: ≤5 mg/kg expand 查看数据来源
Fe: ≤10 mg/kg expand 查看数据来源
K: ≤50 mg/kg expand 查看数据来源
Mg: ≤5 mg/kg expand 查看数据来源
Mn: ≤5 mg/kg expand 查看数据来源
Na: ≤500 mg/kg expand 查看数据来源
Ni: ≤5 mg/kg expand 查看数据来源
Pb: ≤5 mg/kg expand 查看数据来源
Zn: ≤5 mg/kg expand 查看数据来源
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 expand 查看数据来源
有效期
(limited shelf life, expiry date on the label) expand 查看数据来源
干燥失重
≤0.5% loss on drying expand 查看数据来源
应用领域
Additive for cosmetic and feedstuffs expand 查看数据来源
Bacterial growth factor for ""egg white injury"" expand 查看数据来源
产品质量级别
PREMIUM expand 查看数据来源
特征
standard type water soluble vitamin expand 查看数据来源
药典
testing & handling conforms to Pharmacopeia expand 查看数据来源
Empirical Formula (Hill Notation)
C10H16N2O3S expand 查看数据来源

详细说明

详细说明

DrugBank DrugBank MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
DrugBank -  DB00121 external link
Item Information
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
MP Biomedicals -  02194634 external link
Cell Culture Reagent
Crystalline
MP Biomedicals -  02199537 external link
Solid
MP Biomedicals -  02101023 external link
Crystalline
Sigma Aldrich -  B4501 external link
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 -  B0301 external link
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 -  14400 external link
Other Notes
综述1,2;亲和素-生物素技术;
Sigma Aldrich -  B4639 external link
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 external link
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 -  47868 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Toronto Research Chemicals -  B389040 external link
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

参考文献

参考文献

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