CAS 69-89-6|xanthine|Xanthine|2,3,6,7-tetrahydro-1H-purine-2,6-dione|2,6-Dihydroxypurine|Xan|2,3,6,9-tetrahydro-1H-purine-2,6-dione|2,6-二羟基嘌呤|Xanthine|黄嘌呤|1H-Purine-2,6(3H,7H)-dione|3,9-Dihy...

基本信息

化学结构

分子式

C₅H₄N₄O₂

分子量

152.11086

精确质量

152.03342539

电荷

0

InChI

InChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)

InChIKey

LRFVTYWOQMYALW-UHFFFAOYSA-N

Canonic Smiles

O=c1[nH]c(=O)c2c([nH]1)nc[nH]2

Isomeric Smiles

c12c([nH]c(=O)[nH]c1=O)nc[nH]2

计算属性

JChem

LogD (pH = 7.4)

-1.13

LogD (pH = 5.5)

-0.26

Log P

-0.21

可自由旋转的化学键

0

质子供体

3

质子受体

3

里宾斯基五规则

true

Acid pKa

6.35

极化表面积

86.88

极化性

12.70

摩尔折射率

36.92

LOG S

-2.00

数据来源

学术数据

数据来源

名称和标识

IUPAC传统名

xanthine Xan

别名

Xanthine2,6-Dihydroxypurine2,6-二羟基嘌呤Xanthine黄嘌呤1H-Purine-2,6(3H,7H)-dione3,9-Dihydro-1H-purine-2,6-dione1H-Purine-2,6-diol9H-Purine-2,6(1H,3H)-dioneXanPseudoxanthineXanthin2,6-DioxopurineIsoxanthine1H,3H,7H-Xanthine1H,3H,9H-XanthineNSC 14664Purine-2,6(1H,3H)-dione2,6-Dioxo-1,2,3,6-tetrahydropurineXanthic oxide3,9-Dihydropurine-2,6-dione2,6-dihydroxypurineXANTHINExanthine2,6-dioxo-1,2,3,6-tetrahydropurine9H-purine-2,6-(1H,3H)-dioneXan9H-xanthineXanthinepurine-2(3H),6(1H)-dione7H-xanthine

IUPAC标准名

2,3,6,7-tetrahydro-1H-purine-2,6-dione 2,3,6,9-tetrahydro-1H-purine-2,6-dione

名称和标识

数据登录号

EC号

200-718-6

PubChem SID

24902156465075752490212216096534924902144814403849658808

CAS号

Beilstein号

MDL号

PubChem CID

默克索引号

UniProt数据库

Q4WV19Q11IP4Q9CL73P43859A9MNR9Q92AC4A6U9A2Q138L1A7GCI1Q2K9D7Q04CA6A5WAY3B2RH69Q46799Q8XD64

MetaboLights数据库

MTBLS873MTBLS459MTBLS2397MTBLS1622MTBLS3306MTBLS428MTBLS706MTBLS1410MTBLS570MTBLS179MTBLS633MTBLS264MTBLS247MTBLS640MTBLS1044

PDB数据库

2uz95i6c3gao3odg5grk1a967elq3eub3l8w5h9i1yr37elr6oha5ruy2w3s7elp

SABIO-RK数据库

32377761961290867211271976745161721921098635471946764

Rhea数据库

RHEA:29663RHEA:68012RHEA:10800RHEA:16669RHEA:21132RHEA:43120RHEA:30311RHEA:24670RHEA:27994RHEA:30307RHEA:36291RHEA:14665RHEA:47720RHEA:27638RHEA:30447RHEA:68576

专利号

US2005165094EP1666473US2007185213WO2007117352US2007184096US2006122198US2008293705EP1780268EP1938810US2005090472WO2005055940US2007185195US2007224287EP1738766

EnzymePortal数据库

C1CMF7B5R5R4B7GW49C1CG72Q89IM4P10351Q73AS5C4ZT95B7MC88P47990B2RH69B2U3S9Q8ZC05A6LC43B0KQ69

BindingDB数据库

5022719382009

CHEBI ID

CHEBI:27317CHEBI:10059CHEBI:46377CHEBI:17712CHEBI:48517

NMRShiftDB数据库

20191749

BioModels数据库

BIOMD0000001061BIOMD0000000015

Reactom Database

R-HSA-9727349R-HSA-74258R-HSA-74247R-HSA-9727347R-HSA-74255

PDBeChem数据库

XAN

IntEnz数据库

EC 1.14.11.48EC 1.14.13.179EC 1.14.13.128EC 3.5.4.3EC 1.17.3.2EC 2.4.2.1EC 2.4.2.22EC 1.17.1.4

KEGG ID

C00385

Golm数据库

c48374a0-b764-41a6-9065-7258c8df8e472ddf7a3a-3759-4abc-ae08-7e370ef200b9

Reaxys Registry

BPDB数据库

ACToR数据库

CompTox数据库

VirtualMetabolicHuman数据库

HMDB数据库

PubMed文献链接

SureChEMBL数据库

Gmelin ID

CHEMBL

BRENDA数据库

1.17.3.11.17.1.41.14.11.481.2.3.12.3.1.13.2.2.283.1.2.61.4.1.142.4.2.83.2.2.11.14.13.1283.5.4.23.5.4.322.4.2.65.6.1.6

DrugBank ID

MetaCyc数据库

维基百科标题

KNApSAcK数据库

数据登录号

化合物性质

理化性质

疏水性(logP)

-0.73 [HANSCH,C ET AL. (1995)]

溶解度

0.069 mg/mL at 16 oC [MERCK INDEX (1996)]

NaOH: freely soluble

NH4OH: freely soluble

1 M NaOH: soluble0.1 M, clear, colorless to light yellow

DSMO

Decomposes without melting

>300°C

Off-White Solid

化合物性质

分子相关蛋白质

分子相关蛋白质

分子图谱

暂无数据

点击上传数据

描述信息

DrugBank

DB02134

Drug Groups

experimental

Description

A purine base found in most body tissues and fluids, certain plants, and some urinary calculi. It is an intermediate in the degradation of adenosine monophosphate to uric acid, being formed by oxidation of hypoxanthine. The methylated xanthine compounds caffeine, theobromine, and theophylline and their derivatives are used in medicine for their bronchodilator effects. (Dorland, 28th ed)

External Links

• [Wikipedia]

MP Biomedicals

02103290

Crystalline
Purity: 99-100%

TRC

X499950

Found in animal organs, yeast, patatoes, coffee beans, tea. This drug can be used to relax and widen certain breathing passages of the lungs. It is also found that a large number of derivatives have adenoside receptor antagonist properties.

ChEBI

CHEBI:17712

An oxopurine in which the purine ring is substituted by oxo groups at positions 2 and 6 and N-9 is protonated.

CHEBI:48517

An oxopurine in which the purine ring is substituted by oxo groups at positions 2 and 6 and N-7 is protonated.

描述信息

参考文献

PubChem文献

数据源提供

• Mueller, C. et. al: Handbook Exp. Pharmacol. 200,151(2011)

参考文献

生物活性

PubChem BioAssay

生物活性

化合物信息

ID:1894