CAS 434-03-7|ethinyl testosterone|(1S,2R,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one|Ethisterone|ethisterone|(8R,9S,10R,13S,14S,17R)-17...

基本信息

化学结构

分子式

C₂₁H₂₈O₂

分子量

312.44582

精确质量

312.20893014

电荷

InChI

InChI=1S/C21H28O2/c1-4-21(23)12-9-18-16-6-5-14-13-15(22)7-10-19(14,2)17(16)8-11-20(18,21)3/h1,13,16-18,23H,5-12H2,2-3H3/t16-,17+,18+,19+,20+,21+/m1/s1

InChIKey

CHNXZKVNWQUJIB-CEGNMAFCSA-N

Canonic Smiles

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

Isomeric Smiles

C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(O)C#C)C)C

计算属性

JChem

LogD (pH = 7.4)

3.52

LogD (pH = 5.5)

3.52

Log P

3.52

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

-1.66

极化表面积

37.30

极化性

36.27

摩尔折射率

91.90

LOG S

-5.20

数据来源

名称和标识

IUPAC传统名

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

别名

Ethisterone(8R,9S,10R,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one17α-Ethynyltestosterone17 β-Hydroxy-4,17α-pregnen-20-yn-3-one17α-乙炔睾酮17β-羟基-4,17α-孕甾烯-20-炔基-3-酮4,17α-孕甾烯-17β-醇-20-炔基-3-酮炔孕酮Ethisterone4,17α-Pregnen-17β-ol-20-yn-3-one17β-Hydroxy-4,17α-pregnen-20-yn-3-one17α-EthynyltestosteroneLutocyclolEthinoneNalutoralTrosinone17α-Hydroxypregn-4-en-20-yn-3-onePranoneProgestabProdoxanProgestoralLucorteum OralPregninGestoralNugestoral17-EthynyltestosteronePregneninoloneEthnyltestosteroneEthynyltestosteroneanhydroxyprogesterone17alpha-ethinyltestosterone17-beta-hydroxy-17-alpha-ethynyl-4-androsten-3-one17-hydroxy-17alpha-pregn-4-en-20-yn-3-oneaethisteronum17alpha-ethynyl-17beta-hydroxyandrost-4-en-3-oneaethisteronethisteroneethynyltestosteroneanhydrohydroxyprogesterone17alpha-ethynyltestosterone17-ethynyl-17beta-hydroxyandrost-4-en-3-one

商标名

SyngestrotabsNugestoralLutocylolProdroxanOra-LutinTrosinoneProgestabPranoneProduxanProgestoral

国际非专利药品(INN)

etisteronaethisteroneethisteronum

名称和标识

数据登录号

CAS号

434-03-7

MDL号

MFCD00003656

Beilstein号

1889895

PubChem SID

2489437724869998162038168172120913

EC号

维基百科标题

ATC码

Chemspider ID

PubChem CID

美国药典/FDA物质标识码

P201BVY1MJ Verifiedfields = changed

CHEMBL

241694CHEMBL241694

Reaxys Registry

1889895

CompTox数据库

DTXSID2023016

Drug Central Database

MetaboLights数据库

SureChEMBL数据库

BindingDB数据库

ACToR数据库

PubMed文献链接

832756037412813494335

HMDB数据库

HMDB0060580

CHEBI ID

CHEBI:34749

KEGG ID

C14487

数据登录号

化合物性质

药理学性质

作用靶点

Estrogen receptor

生物活性机理

Progestogen

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

Selleck Chemicals

S2611

Biological Activity:

MP Biomedicals

02157955

Crystalline

05213985

MP Biomedicals Rare Chemical collection

Wikipedia

Ethisterone

Sigma Aldrich

E1001

包装
25, 100 g in glass bottle

46272

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

TRC

E890445

Synthetic progestogen; metabolite of Danazol; intermediate in the synthesis of Spironolactone.

ChEBI

CHEBI:34749

A 17beta-hydroxy steroid that is testosterone in which the 17beta hydrogen is replaced by an ethynyl group. Ethisterone was the first orally active progestin and is a metabolite of danazol.

描述信息

参考文献

PubChem文献

数据源提供

• Chan, G., et al.: Am. J. Hematol., 71, 166 (1990)

• Szegvari, D., et al.: Anal. Bioanal. Chem., 375, 713 (2003)

• Chung, B., et al.: J. Anal. Toxicol., 14, 91 (1990)

• Schanzer, W., et al.: J. Steroid. Biochem. Mol. Biol., 57, 363 (1990)

• Ruzicka, L. et al., Helv. Chim. Acta, 1938, 21, 371, (synth)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 6284, (synonyms)

• Gunatilaka, A. et al., Chem. Comm., 1978, 980, (synth)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, GEK500

• Dorfman, R.I. et al., Endocrinology (Baltimore), 1948, 42, 77, (metab)

• Horvath, G. et al., Adv. Mass Spectrom., 1978, 7B, 1280, (ms)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1184

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 592A, (nmr)

• Inhoffen, H.H., Ber., 1939, 72, 595, (synth)

• Desaulles, P.A. et al., Acta Endocrinol., 1962, 40, 217; 1964, 47, 444, (pharmacol)

• Akhrem, A.A. et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1971, 3, 601, (pmr)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC传统名

ethinyl testosterone ethisterone (1S,2R,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

IUPAC标准名

别名

商标名

SyngestrotabsNugestoralLutocylolProdroxanOra-LutinTrosinoneProgestabPranoneProduxanProgestoral

国际非专利药品(INN)

etisteronaethisteroneethisteronum

数据登录号

CAS号

434-03-7

MDL号

MFCD00003656

Beilstein号

1889895

PubChem SID

2489437724869998162038168172120913

EC号

维基百科标题

ATC码

Chemspider ID

PubChem CID

美国药典/FDA物质标识码

P201BVY1MJ Verifiedfields = changed

CHEMBL

241694CHEMBL241694

Reaxys Registry

1889895

CompTox数据库

DTXSID2023016

Drug Central Database

MetaboLights数据库

SureChEMBL数据库

BindingDB数据库

ACToR数据库

PubMed文献链接

832756037412813494335

HMDB数据库

CHEBI ID

KEGG ID

描述信息

S2611

Biological Activity:

MP Biomedicals

02157955

Crystalline

05213985

MP Biomedicals Rare Chemical collection

Wikipedia

Ethisterone

Sigma Aldrich

E1001

包装
25, 100 g in glass bottle

46272

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

TRC

E890445

Synthetic progestogen; metabolite of Danazol; intermediate in the synthesis of Spironolactone.

ChEBI

CHEBI:34749

A 17beta-hydroxy steroid that is testosterone in which the 17beta hydrogen is replaced by an ethynyl group. Ethisterone was the first orally active progestin and is a metabolite of danazol.

参考文献

PubChem文献

数据源提供

• Chan, G., et al.: Am. J. Hematol., 71, 166 (1990)

• Szegvari, D., et al.: Anal. Bioanal. Chem., 375, 713 (2003)

• Chung, B., et al.: J. Anal. Toxicol., 14, 91 (1990)

• Schanzer, W., et al.: J. Steroid. Biochem. Mol. Biol., 57, 363 (1990)

• Ruzicka, L. et al., Helv. Chim. Acta, 1938, 21, 371, (synth)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 6284, (synonyms)

• Gunatilaka, A. et al., Chem. Comm., 1978, 980, (synth)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, GEK500

• Dorfman, R.I. et al., Endocrinology (Baltimore), 1948, 42, 77, (metab)

• Horvath, G. et al., Adv. Mass Spectrom., 1978, 7B, 1280, (ms)

• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1184

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 592A, (nmr)

• Inhoffen, H.H., Ber., 1939, 72, 595, (synth)

• Desaulles, P.A. et al., Acta Endocrinol., 1962, 40, 217; 1964, 47, 444, (pharmacol)

• Akhrem, A.A. et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1971, 3, 601, (pmr)

生物活性

PubChem BioAssay

化合物性质

药理学性质

作用靶点

Estrogen receptor

生物活性机理

Progestogen

化合物信息

ID:73248