CAS 152-58-9|11-deoxycortisol|11-Deoxy-17-hydroxycorticosterone|17,21-Dihydroxyprogesterone|17,21-Dihydroxy-4-pregnene-3,20-dione|(1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethy...

基本信息

化学结构

分子式

C₂₁H₃₀O₄

分子量

346.4605

精确质量

346.21440944

电荷

InChI

InChI=1S/C21H30O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h11,15-17,22,25H,3-10,12H2,1-2H3/t15-,16+,17+,19+,20+,21+/m1/s1

InChIKey

WHBHBVVOGNECLV-OBQKJFGGSA-N

Canonic Smiles

OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C

Isomeric Smiles

O=C1C=C2[C@]([C@H]3CC[C@@]4([C@@](O)(C(=O)CO)CC[C@H]4[C@@H]3CC2)C)(C)CC1

计算属性

JChem

LogD (pH = 7.4)

2.58

LogD (pH = 5.5)

2.58

Log P

2.58

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

12.59

极化表面积

74.60

极化性

38.80

摩尔折射率

95.81

LOG S

-4.48

数据来源

名称和标识

别名

11-Deoxy-17-hydroxycorticosterone17,21-Dihydroxyprogesterone17,21-Dihydroxy-4-pregnene-3,20-dione17α-HydroxycortexoneREICHSTEIN'S SUBSTANCE S4-Pregnene-17α,21-diol-3,20-dione11-Deoxycortisol17α,21-Dihydroxy-4-pregnene-3,20-dioneCortexolone(8R,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one11-DesoxyhydrocortisoneCortodoxone11-DeoxyhydrocortisoneReichstein's Substance SCompound SCortoxelone17,21-Dihydroxypregn-4-ene-3,20-dione11-Desoxycortisol4-Pregnene-17α,21-diol-3,20-dione17α-HydroxycortexoneReichstein’s Compound S17α,21-Dihydroxy-4-pregnene-3,20-dioneReichstein’s substance S11-Deoxy CortisolCortifenReichstein's Compound SNSC 18317Reichstein S17,21-Dihydroxypregn-4-en-3,20-dioneCortodoxone cortifenSKF 305011-desoxy-17-hydroxycorticosteroneCortodoxone11-Deoxycortisol11-deoxycortisolcortodoxone11-deoxycortisol

IUPAC传统名

11-deoxycortisol (1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

IUPAC标准名

(1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one (1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one (1R,3aS,3bR,9aR,9bS,11aS)-1-hydroxy-1-(2-hydroxyacetyl)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one

名称和标识

数据登录号

维基百科标题

CortodoxoneCortexolone

EC号

Chemspider ID

美国药典/FDA物质标识码

CAS号

CHEBI ID

28324CHEBI:19124CHEBI:714CHEBI:28324

PubChem CID

440707

CHEMBL

253144CHEMBL253144

KEGG ID

D03595C05488

PubChem SID

2427867116209024726744177

MDL号

MFCD00003662

BKMS React数据库

95592936769071091614436904404843266484474296012602194416

BRENDA Ligand数据库

920284369013593728949367692965126022922969466094416943674844791277104331

MetaboLights数据库

MTBLS1196MTBLS3627MTBLS2633MTBLS2145MTBLS586MTBLS3540MTBLS4463MTBLS2267MTBLS1918MTBLS2945MTBLS1906MTBLS2406MTBLS3935

KEGG DRUG Database

Reaxys Registry

PubMed文献链接

Beilstein号

BRENDA数据库

1.1.1.1511.14.13.541.14.15.81.14.14.165.3.1.211.14.15.41.14.99.141.1.1.1501.3.1.31.3.99.41.3.1.221.1.1.1491.1.1.53

SABIO-RK数据库

SureChEMBL数据库

专利号

LIPID MAPS Instance

VirtualMetabolicHuman数据库

11docrtsl

Rhea数据库

RHEA:46100RHEA:50308

Reactom Database

R-HSA-193997R-HSA-194025R-HSA-193981R-HSA-5580292

UniProt数据库

HMDB数据库

ACToR数据库

CompTox数据库

Golm数据库

11913da5-66af-45cd-88f1-6e2096afa2a7bc3ca9b7-cf9a-41f8-9cbe-7d194b1f40e3

GeneOntology数据库

GO:1903876

数据登录号

化合物性质

安全信息

保存条件

Room Temperature (15-30°C)

-20°C Freezer

RTECS编号

TU5011500

MSDS下载

下载链接

德国WGK号

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

下载链接

≥98%

Immunosuppressive

Antiinflammatory drug

Found in the blood and urine of humans and other mammals

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

Crystalline

R0500

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. R0500.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

TRC

D232600

Glucocorticoid receptor binding.

ChEBI

CHEBI:28324

A deoxycortisol that is cortisol in which the hydroxy group at position 11 has been replaced by a hydrogen.

描述信息

参考文献

PubChem文献

数据源提供

• Dardis, A., et al.: J. Endocrinol., 179, 131 (1990)

• Gazdar, A., et al.: Cancer Res., 50, 5488, (1990)

• Auchus, R., et al.: J. Biol. Chem., 273, 3158 (1990)

• Bird, I., et al.: Endocrinology, 134, 2468 (1990)

• Aldrich Library of FT-IR Spectra, 1st edn. , 1985, 2 , 1054C, (ir)

• Gallagher, T.F. et al. , J.A.C.S. , 1949, 71 , 3262, (synth)

• Julian, P.L. et al. , J.A.C.S. , 1950, 72 , 5145, (synth)

• Boar, R.B. , J.C.S. Perkin 1 , 1975, 1275, (pmr)

• Numazawa, M. et al. , J.O.C. , 1985, 50 , 81, (synth)

• Gonzalez, M.D. et al. , Org. Magn. Reson. , 1984, 22 , 586, (cmr)

• Reichstein, T. et al. , Helv. Chim. Acta , 1938, 21 , 1197, (isol, synth)

• Tseikinskii, V.M. et al. , Bioorg. Khim. , 1979, 5 , 1537, (cryst struct)

• Dupont, L. et al. , Acta Cryst. , 1973, 29 , 205, (cryst struct)

• Aldrich Library of 13C and 1H FT NMR Spectra , 1992, 3 , 584B, (nmr)

• Smit, A. et al. , Rec. Trav. Chim. (J. R. Neth. Chem. Soc.) , 1966, 85, 731, (synth)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC传统名

11-deoxycortisol (1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

IUPAC标准名

描述信息

Crystalline

R0500

D232600

Glucocorticoid receptor binding.

ChEBI

CHEBI:28324

A deoxycortisol that is cortisol in which the hydroxy group at position 11 has been replaced by a hydrogen.

参考文献

PubChem文献

数据源提供

• Dardis, A., et al.: J. Endocrinol., 179, 131 (1990)

• Gazdar, A., et al.: Cancer Res., 50, 5488, (1990)

• Auchus, R., et al.: J. Biol. Chem., 273, 3158 (1990)

• Bird, I., et al.: Endocrinology, 134, 2468 (1990)

• Aldrich Library of FT-IR Spectra, 1st edn. , 1985, 2 , 1054C, (ir)

• Gallagher, T.F. et al. , J.A.C.S. , 1949, 71 , 3262, (synth)

• Julian, P.L. et al. , J.A.C.S. , 1950, 72 , 5145, (synth)

• Boar, R.B. , J.C.S. Perkin 1 , 1975, 1275, (pmr)

• Numazawa, M. et al. , J.O.C. , 1985, 50 , 81, (synth)

• Gonzalez, M.D. et al. , Org. Magn. Reson. , 1984, 22 , 586, (cmr)

• Reichstein, T. et al. , Helv. Chim. Acta , 1938, 21 , 1197, (isol, synth)

• Tseikinskii, V.M. et al. , Bioorg. Khim. , 1979, 5 , 1537, (cryst struct)

• Dupont, L. et al. , Acta Cryst. , 1973, 29 , 205, (cryst struct)

• Aldrich Library of 13C and 1H FT NMR Spectra , 1992, 3 , 584B, (nmr)

• Smit, A. et al. , Rec. Trav. Chim. (J. R. Neth. Chem. Soc.) , 1966, 85, 731, (synth)

生物活性

PubChem BioAssay

数据登录号

维基百科标题

CortodoxoneCortexolone

EC号

Chemspider ID

美国药典/FDA物质标识码

CAS号

CHEBI ID

28324CHEBI:19124CHEBI:714CHEBI:28324

PubChem CID

440707

CHEMBL

253144CHEMBL253144

KEGG ID

D03595C05488

PubChem SID

2427867116209024726744177

MDL号

MFCD00003662

BKMS React数据库

95592936769071091614436904404843266484474296012602194416

BRENDA Ligand数据库

920284369013593728949367692965126022922969466094416943674844791277104331

MetaboLights数据库

MTBLS1196MTBLS3627MTBLS2633MTBLS2145MTBLS586MTBLS3540MTBLS4463MTBLS2267MTBLS1918MTBLS2945MTBLS1906MTBLS2406MTBLS3935

KEGG DRUG Database

Reaxys Registry

PubMed文献链接

Beilstein号

BRENDA数据库

1.1.1.1511.14.13.541.14.15.81.14.14.165.3.1.211.14.15.41.14.99.141.1.1.1501.3.1.31.3.99.41.3.1.221.1.1.1491.1.1.53

SABIO-RK数据库

SureChEMBL数据库

专利号

LIPID MAPS Instance

VirtualMetabolicHuman数据库

11docrtsl

Rhea数据库

RHEA:46100RHEA:50308

Reactom Database

R-HSA-193997R-HSA-194025R-HSA-193981R-HSA-5580292

UniProt数据库

HMDB数据库

ACToR数据库

CompTox数据库

Golm数据库

11913da5-66af-45cd-88f1-6e2096afa2a7bc3ca9b7-cf9a-41f8-9cbe-7d194b1f40e3

GeneOntology数据库

GO:1903876

化合物性质

安全信息

保存条件

Room Temperature (15-30°C)

-20°C Freezer

RTECS编号

TU5011500

MSDS下载

下载链接

德国WGK号

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

下载链接

≥98%

Immunosuppressive

Antiinflammatory drug

Found in the blood and urine of humans and other mammals

化合物信息

ID:102717