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83-88-5 分子结构
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7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione

ChemBase编号:26
分子式:C17H20N4O6
平均质量:376.3639
单一同位素质量:376.13828438
SMILES和InChIs

SMILES:
c12c(nc3c(cc(c(c3)C)C)n2C[C@@H]([C@@H]([C@@H](CO)O)O)O)c(=O)[nH]c(=O)n1
Canonical SMILES:
OC[C@H]([C@H]([C@H](Cn1c2cc(C)c(cc2nc2c1nc(=O)[nH]c2=O)C)O)O)O
InChI:
InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1
InChIKey:
AUNGANRZJHBGPY-SCRDCRAPSA-N

引用这个纪录

CBID:26 http://www.chembase.cn/molecule-26.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
7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione
IUPAC传统名
riboflavin
商标名
Aqua-Flave
Beflavin
Beflavine
Bisulase
Dermadram
Fiboflavin
Flavaxin
Flavin
Flavin Bb
Flaxain
HSDB 817
Hyflavin
Hyre
Lactobene
Ovoflavin
Ribipca
Ribocrisina
Riboderm
Ribosyn
Ribotone
Ribovel
Vitaflavine
Vitasan B2
别名
乳黄素
维生素 B2
维生素 G
(-)-核黄素
(-)-核黄素
核黄素 (B2)
Vitamin B2
Riboflavina [INN-Spanish]
Riboflavine [INN-French]
Riboflavinum [INN-Latin]
Russupteridine Yellow III
Vitamin G
Vitamin Bi
Lactoflavin
Lactoflavine
Riboflavin
(-)-Riboflavin
(-)-Riboflavin
Riboflavin (B2)
E101
1-Deoxy-1-(3,4-dihydro-7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10(2H)-yl)-D-ribitol
7,8-Dimethyl-10-ribitylisoalloxazine
Beflavin
Beflavine
Flavaxin
Lactobene
NSC 33298
Ribipca
Ribocrisina
Riboderm
Ribosyn
Ribotone
Ribovel
Ricrolin
Vitaflavine
Vitasan B2
(-)-Riboflavin
CAS号
83-88-5
83-88-5
EC号
201-507-1
MDL号
MFCD00005022
Beilstein号
97825
PubChem SID
24899340
24899415
24899370
160963489
46507342
24899397
24871529
PubChem CID
493570
CHEBI ID
17015
ATC码
A11HA04
CHEMBL
511565
Chemspider ID
431981
DrugBank ID
DB00140
KEGG ID
D00050
医学主题词(MeSH)
Riboflavin
美国药典/FDA物质标识码
TLM2976OFR
维基百科标题
Riboflavin
E编码
E101

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 6.9699388  质子受体
质子供体 LogD (pH = 5.5) -0.93084645 
LogD (pH = 7.4) -1.4706613  Log P -0.91654027 
摩尔折射率 96.2684 cm3 极化性 35.49111 Å3
极化表面积 155.05 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P -1.05  LOG S -2.76 
溶解度 6.57e-01 g/l 

分子性质

分子性质

理化性质 安全信息 产品相关信息 生物活性(PubChem)
溶解度
84.7 mg/L expand 查看数据来源
DMSO expand 查看数据来源
Water expand 查看数据来源
外观
Orange crystals expand 查看数据来源
Orange Solid expand 查看数据来源
熔点
>269°C (dec.) expand 查看数据来源
290 °C (dec.)(lit.) expand 查看数据来源
分配系数
0.095 expand 查看数据来源
比旋光度
[α]21/D -114.9°, c = 0.5 in 0.1 M NaOH in methanol: water expand 查看数据来源
疏水性(logP)
-1.9 expand 查看数据来源
pKa
9.888 expand 查看数据来源
pKb
4.109 expand 查看数据来源
保存条件
-20°C expand 查看数据来源
Hygroscopic, Refrigerator, Under inert atmosphere 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
德国WGK号
1 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
纯度
≥98% expand 查看数据来源
≥98.0% (HPLC) expand 查看数据来源
≥99% expand 查看数据来源
98% expand 查看数据来源
级别
analytical standard expand 查看数据来源
成盐信息
Free Base expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
包装
ampule of 1000 mg expand 查看数据来源
适用性
acrylamide photopolymerization tested expand 查看数据来源
meets USP testing specifications expand 查看数据来源
passes test for lumiflavin 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
燃烧残渣
≤0.1% (as SO4) expand 查看数据来源
痕量阳离子
Al: ≤5 mg/kg expand 查看数据来源
Ba: ≤5 mg/kg expand 查看数据来源
Bi: ≤5 mg/kg expand 查看数据来源
Ca: ≤20 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: ≤5 mg/kg expand 查看数据来源
K: ≤20 mg/kg expand 查看数据来源
Li: ≤5 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
Mo: ≤5 mg/kg expand 查看数据来源
Na: ≤20 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
Sr: ≤5 mg/kg expand 查看数据来源
Zn: ≤5 mg/kg expand 查看数据来源
Foreign Activity
Protease, none detected expand 查看数据来源
干燥失重
≤1.5% loss on drying expand 查看数据来源
特征
standard type water soluble vitamin expand 查看数据来源
Pharmacopeia Traceability
traceable to PhEur R060000 expand 查看数据来源
traceable to USP 1603006 expand 查看数据来源
Empirical Formula (Hill Notation)
C17H20N4O6 expand 查看数据来源

详细说明

详细说明

DrugBank DrugBank Sigma Aldrich Sigma Aldrich Selleck Chemicals Selleck Chemicals Wikipedia Wikipedia TRC TRC
DrugBank -  DB00140 external link
Item Information
Drug Groups approved; nutraceutical
Description Nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables. The richest natural source is yeast. It occurs in the free form only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as flavin mononucleotide and flavin-adenine dinucleotide. [PubChem]
Indication For the treatment of ariboflavinosis (vitamin B2 deficiency).
Pharmacology Riboflavin or vitamin B2 is an easily absorbed, water-soluble micronutrient with a key role in maintaining human health. Like the other B vitamins, it supports energy production by aiding in the metabolising of fats, carbohydrates, and proteins. Vitamin B2 is also required for red blood cell formation and respiration, antibody production, and for regulating human growth and reproduction. It is essential for healthy skin, nails, hair growth and general good health, including regulating thyroid activity. Riboflavin also helps in the prevention or treatment of many types of eye disorders, including some cases of cataracts.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic.
Absorption Vitamin B2 is readily absorbed from the upper gastrointestinal tract.
Half Life 66-84 minutes
Protein Binding 60%
References
Zempleni J, Galloway JR, McCormick DB: Pharmacokinetics of orally and intravenously administered riboflavin in healthy humans. Am J Clin Nutr. 1996 Jan;63(1):54-66. [Pubmed]
External Links
Wikipedia
PDRhealth
Drugs.com
Sigma Aldrich -  R0508 external link
Application
Riboflavin is suitable as a photopolymerization reagent in PAGE by forming free radicals in aqueous solution in the presence of light. Riboflavin photodecomposes to leucoflavin. No free radicals are formed in the absence of oxygen but traces of oxygen allows for leucoflavin to reoxidize with free-radical generation. The catalysts TEMED or DMAPN are commonly added to speed up the free radical formation. The free radicals will cause acrylamide and bis-acrylamide to polymerize to form a gel matrix which can be used for sieving macromolecules. Riboflavin is commonly used in the stacking gel for non-denaturing PAGE because native proteins can be sensitive to persulfate ions from ammonium persulfate. Another advantage of riboflavin over ammonium persulfate is that it will not start polymerizing until the gel is illuminated.
Sigma Aldrich -  R4500 external link
Application
Enzyme cofactor
包装
1 kg in poly drum
500 g in poly drum
5, 25, 100 g in glass bottle
Biochem/physiol Actions
Riboflavin is a key component of the redox cofactors flavin adenine dinucleotide (FAD) and flavin mononucleotide (FMN) that are used by a wide variety of flavoprotein oxidoreductases, dehydrogenase(s), decarboxylase(s) and electron transporters.
Sigma Aldrich -  47861 external link
General description
用于 Supelco MIP SPE 萃取柱的标准品。欲知更多信息,请索取 Supelco 资料 T407075、T706022
Sigma Aldrich -  R9881 external link
Caution
Riboflavin is a photo-sensitive component of cell culture media.
Other Notes
This product has been qualified for use in plant cell culture applications.
General description
Riboflavin is one of the essential water soluble vitamins. It is made by all plants and many microorganism, but not by higher animals. Riboflavin is the precursor for the active enzyme cofactors riboflavin 5′-monophosphate (also called flavinmononucleotide or FMN) and flavin adenine dinucleotide (FAD). Flavin nucleotides function as prosthetic groups of oxidation-reduction enzymes known as flavoproteins. These enzymes function in the oxidative degradation of pyruvate, fatty acids, and amino acids. The flavins are reversibly reduced by the action of flavoproteins to form FMNH2 and FADH2.
Sigma Aldrich -  95170 external link
Other Notes
Review: Flavin Coenzymes: At the crossroads of biological redox chemistry1
Selleck Chemicals -  S2540 external link
Research Area: Metabolic Disease
Biological Activity:
Riboflavin (vitamin B2) is an easily absorbed micronutrient with a key role in maintaining health in humans and other animals. Riboflavin (vitamin B2) is the central component of the cofactors FAD and FMN, and is therefore required by all flavoproteins. As such, riboflavin (vitamin B2) is required for a wide variety of cellular processes. Riboflavin (vitamin B2) plays a key role in energy metabolism, and for the metabolism of fats, ketone bodies, carbohydrates, and proteins. [1][2]
Toronto Research Chemicals -  R414995 external link
Nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, leafy vegetables. Richest natural source is yeast. Minute amounts present in all plant and animal cells. Vitamin (enzyme cofactor).

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Zempleni J, Galloway JR, McCormick DB: Pharmacokinetics of orally and intravenously administered riboflavin in healthy humans. Am J Clin Nutr. 1996 Jan;63(1):54-66. Pubmed
  • Zempleni J et al. Am J Clin Nutr. 1996 Jan;63(1):54-66.
  • Unna, K., et al.: J. Pharmacol. Exp. Ther., 76, 75 (1942)
  • Rivlin, et al.: N. Engl. J. Med., 283, 463 (1942)
  • Al-Shammary, F.J., et al.: Anal. Profiles Drug Subs., 19, 429 (1942)
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专利

专利

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