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4-雄烯-3,17-二酮

CAS 117598-81-9C19H26O2MW 286.4

4-雄烯-3,17-二酮(CAS 117598-81-9):分子式 C19H26O2、分子量 286.4。

产品概览

CAS号117598-81-9
分子式C19H26O2
分子量286.4
熔点158
LogP2.75
应用领域Uses: Anabolic steroids、including 4-androstenedione (DEA Code Number: 4000) are Schedule III controlled substances.、Schedule III Controlled Substance: (A) The drug or other substance has a potential for abuse less than the drugs or other substances in schedules I and II. (B) The drug or other substance has a currently accepted medical use in treatment in the United States. (C) Abuse of the drug or other substance may lead to moderate or low physical dependence or high psychological dependence.、MEDICATION、Use Classification: Pharmaceuticals、Methods of Manufacturing: Androstanes、ie、pregnanes without the C-17 side chain、are important intermediates in the synthesis of progestins. One approach to the synthesis of androstanes is simply side-chain degradation of pregnanes. 16-Dehydropregnenolone acetate、an intermediate in the diosgenin to progesterone scheme、may be converted to androstenedione. 16-Dehydropregnenolone acetate is converted to its oxime. Treatment of the oxime with a Lewis acid induces a Beckmann rearrangement providing an enamide、hydrolysis and Oppenauer oxidation of the resulting alcohol forms androstenedione.、Many microorganisms have been found that partially or completely degrade cholesterol. Enzyme inhibitors or modified microbial agents have been used to control these degradations in order to form commercially useful steroidal intermediates. When mixed with metal ions (Ni、Co、Pb、or Se)、chelating agents、or 8-hydroxyquinoline、various mycobacteria have been demonstrated to produce significant quantities of androsta-1、4-diene-3、17-dione from cholesterol. In a commercialized process for the microbial conversion of cholesterol to androsta-1、17-dione、the 9a-hydroxylation step was inhibited by a、a-dipyridyl. In another commercial process、uv-generated mutations of Mycobacterium sp. have been used to produce androsta-4-ene-3、17-dione and androsta-1、17-dione from beta-sitosterol.、Biotransformation of phytosterol (PS) by a newly isolated mutant Mycobacterium neoaurum ZJUVN-08 to produce androstenedione has been investigated in this paper. The parameters of the biotransformation process were optimized using fractional factorial design and response surface methodology. Androstenedione was the sole product in the fermentation broth catalyzed by the mutant M. neoaurum ZJUVN-08 strain. Results showed that molar ratio of hydroxypropyl-beta-cyclodextrin (HP-beta-CD) to PS and substrate concentrations were the two most significant factors affecting androstenedione production. By analyzing the statistical model of three-dimensional surface plot、the optimal process conditions were observed at 0.1 g、L inducer、pH 7.0、molar ratio of HP-beta-CD to PS 1.92:1、8.98 g、L PS、and at 120 hr of incubation time. Under these conditions、the maximum androstenedione yield was 5.96 g、L and nearly the same with the non-optimized (5.99 g、L)、while the maximum PS conversion rate was 94.69% which increased by 10.66% compared with the non-optimized (84.03%). The predicted optimum conditions from the mathematical model were in agreement with the verification experimental results. It is considered that response surface methodology was a powerful and efficient method to optimize the parameters of PS biotransformation process.、General Manufacturing Information: Androstenedione (Anabolic steroids (DEA Code Number 4000)) is a Schedule III controlled substance、Synthetic analogs of androgens have been used by professional、as well as amateur、athletes for possible performance enhancement.、Anabolic Steroid Control Act of 2004. Public Law 108-358 (October 22、2004)... includes、androstenedione、as an anabolic steroid

应用领域

登记用途:Uses: Anabolic steroids、including 4-androstenedione (DEA Code Number: 4000) are Schedule III controlled substances.、Schedule III Controlled Substance: (A) The drug or other substance has a potential for abuse less than the drugs or other substances in schedules I and II. (B) The drug or other substance has a currently accepted medical use in treatment in the United States. (C) Abuse of the drug or other substance may lead to moderate or low physical dependence or high psychological dependence.、MEDICATION、Use Classification: Pharmaceuticals、Methods of Manufacturing: Androstanes、ie、pregnanes without the C-17 side chain、are important intermediates in the synthesis of progestins. One approach to the synthesis of androstanes is simply side-chain degradation of pregnanes. 16-Dehydropregnenolone acetate、an intermediate in the diosgenin to progesterone scheme、may be converted to androstenedione. 16-Dehydropregnenolone acetate is converted to its oxime. Treatment of the oxime with a Lewis acid induces a Beckmann rearrangement providing an enamide、hydrolysis and Oppenauer oxidation of the resulting alcohol forms androstenedione.、Many microorganisms have been found that partially or completely degrade cholesterol. Enzyme inhibitors or modified microbial agents have been used to control these degradations in order to form commercially useful steroidal intermediates. When mixed with metal ions (Ni、Co、Pb、or Se)、chelating agents、or 8-hydroxyquinoline、various mycobacteria have been demonstrated to produce significant quantities of androsta-1、4-diene-3、17-dione from cholesterol. In a commercialized process for the microbial conversion of cholesterol to androsta-1、17-dione、the 9a-hydroxylation step was inhibited by a、a-dipyridyl. In another commercial process、uv-generated mutations of Mycobacterium sp. have been used to produce androsta-4-ene-3、17-dione and androsta-1、17-dione from beta-sitosterol.、Biotransformation of phytosterol (PS) by a newly isolated mutant Mycobacterium neoaurum ZJUVN-08 to produce androstenedione has been investigated in this paper. The parameters of the biotransformation process were optimized using fractional factorial design and response surface methodology. Androstenedione was the sole product in the fermentation broth catalyzed by the mutant M. neoaurum ZJUVN-08 strain. Results showed that molar ratio of hydroxypropyl-beta-cyclodextrin (HP-beta-CD) to PS and substrate concentrations were the two most significant factors affecting androstenedione production. By analyzing the statistical model of three-dimensional surface plot、the optimal process conditions were observed at 0.1 g、L inducer、pH 7.0、molar ratio of HP-beta-CD to PS 1.92:1、8.98 g、L PS、and at 120 hr of incubation time. Under these conditions、the maximum androstenedione yield was 5.96 g、L and nearly the same with the non-optimized (5.99 g、L)、while the maximum PS conversion rate was 94.69% which increased by 10.66% compared with the non-optimized (84.03%). The predicted optimum conditions from the mathematical model were in agreement with the verification experimental results. It is considered that response surface methodology was a powerful and efficient method to optimize the parameters of PS biotransformation process.、General Manufacturing Information: Androstenedione (Anabolic steroids (DEA Code Number 4000)) is a Schedule III controlled substance、Synthetic analogs of androgens have been used by professional、as well as amateur、athletes for possible performance enhancement.、Anabolic Steroid Control Act of 2004. Public Law 108-358 (October 22、2004)... includes、androstenedione、as an anabolic steroid。

技术档案

这个产品是什么

4-雄烯-3,17-二酮 是一种化工化合物,登记 CAS 号为 117598-81-9,分子式 C19H26O2(分子量 286.4)。

识别信息

登记 CAS 号:117598-81-9

其分子式 C19H26O2 由 19 个碳、26 个氢、2 个氧 组成。

别名/同义词:4-雄烯-3,17-二酮 · 4-Androstene-3,17-dione

常见问题

4-雄烯-3,17-二酮 的 CAS 号是多少?

4-雄烯-3,17-二酮 的 CAS 登记号为 117598-81-9。

4-雄烯-3,17-二酮 的分子式与分子量是多少?

分子式 C19H26O2,分子量 286.4。

4-雄烯-3,17-二酮 还有哪些别名?

别名/同义词:4-雄烯-3,17-二酮、4-Androstene-3,17-dione。

4-雄烯-3,17-二酮 的登记用途是什么?

登记用途:Uses: Anabolic steroids、including 4-androstenedione (DEA Code Number: 4000) are Schedule III controlled substances.、Schedule III Controlled Substance: (A) The drug or other substance has a potential for abuse less than the drugs or other substances in schedules I and II. (B) The drug or other substance has a currently accepted medical use in treatment in the United States. (C) Abuse of the drug or other substance may lead to moderate or low physical dependence or high psychological dependence.、MEDICATION、Use Classification: Pharmaceuticals、Methods of Manufacturing: Androstanes、ie、pregnanes without the C-17 side chain、are important intermediates in the synthesis of progestins. One approach to the synthesis of androstanes is simply side-chain degradation of pregnanes. 16-Dehydropregnenolone acetate、an intermediate in the diosgenin to progesterone scheme、may be converted to androstenedione. 16-Dehydropregnenolone acetate is converted to its oxime. Treatment of the oxime with a Lewis acid induces a Beckmann rearrangement providing an enamide、hydrolysis and Oppenauer oxidation of the resulting alcohol forms androstenedione.、Many microorganisms have been found that partially or completely degrade cholesterol. Enzyme inhibitors or modified microbial agents have been used to control these degradations in order to form commercially useful steroidal intermediates. When mixed with metal ions (Ni、Co、Pb、or Se)、chelating agents、or 8-hydroxyquinoline、various mycobacteria have been demonstrated to produce significant quantities of androsta-1、4-diene-3、17-dione from cholesterol. In a commercialized process for the microbial conversion of cholesterol to androsta-1、17-dione、the 9a-hydroxylation step was inhibited by a、a-dipyridyl. In another commercial process、uv-generated mutations of Mycobacterium sp. have been used to produce androsta-4-ene-3、17-dione and androsta-1、17-dione from beta-sitosterol.、Biotransformation of phytosterol (PS) by a newly isolated mutant Mycobacterium neoaurum ZJUVN-08 to produce androstenedione has been investigated in this paper. The parameters of the biotransformation process were optimized using fractional factorial design and response surface methodology. Androstenedione was the sole product in the fermentation broth catalyzed by the mutant M. neoaurum ZJUVN-08 strain. Results showed that molar ratio of hydroxypropyl-beta-cyclodextrin (HP-beta-CD) to PS and substrate concentrations were the two most significant factors affecting androstenedione production. By analyzing the statistical model of three-dimensional surface plot、the optimal process conditions were observed at 0.1 g、L inducer、pH 7.0、molar ratio of HP-beta-CD to PS 1.92:1、8.98 g、L PS、and at 120 hr of incubation time. Under these conditions、the maximum androstenedione yield was 5.96 g、L and nearly the same with the non-optimized (5.99 g、L)、while the maximum PS conversion rate was 94.69% which increased by 10.66% compared with the non-optimized (84.03%). The predicted optimum conditions from the mathematical model were in agreement with the verification experimental results. It is considered that response surface methodology was a powerful and efficient method to optimize the parameters of PS biotransformation process.、General Manufacturing Information: Androstenedione (Anabolic steroids (DEA Code Number 4000)) is a Schedule III controlled substance、Synthetic analogs of androgens have been used by professional、as well as amateur、athletes for possible performance enhancement.、Anabolic Steroid Control Act of 2004. Public Law 108-358 (October 22、2004)... includes、androstenedione、as an anabolic steroid。

PubChem 公开数据

4-雄烯-3,17-二酮(CAS 117598-81-9)的独立参考数据,整理自公开化学数据库。

各数据库的登记标识

CAS Registry Number117598-81-9
PubChem CID6128
Molecular formulaC19H26O2
IUPAC name(8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
UNII (FDA)409J2J96VR

计算分子描述符

Molecular Weight286.4
XLogP32.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass286.193280068
Monoisotopic Mass286.193280068
Topological Polar Surface Area34.1
Heavy Atom Count21

在册的理化数值

Melting Point158
Melting Point170 - 173 °C
Solubility57.8
Solubility0.0578 mg/mL
LogP2.75
LogPlog Kow = 2.75
Collision Cross Section182.8 Ų [M+H]+
Collision Cross Section203.4 Ų [M+Na]+
Collision Cross Section172.5 Ų [M+H]+

在册的记载用途

    Anabolic steroids /including 4-androstenedione (DEA Code Number: 4000) are Schedule III controlled substances.Schedule III Controlled Substance: (A) The drug or other substance has a potential for abuse less than the drugs or other substances in schedules I and II. (B) The drug or other substance has a currently accepted medical use in treatment in the United States. (C) Abuse of the drug or other substance may lead to moderate or low physical dependence or high psychological dependence.

    同义词与商品名

    androstenedione; Androst-4-ene-3,17-dione; 4-Androstene-3,17-dione; 63-05-8; 4-Androstenedione; Androtex; delta-4-Androstenedione; 3,17-Dioxoandrost-4-ene; SKF 2170; delta-4-Androsten-3,17-dione; DTXSID8024523; NSC 9563; delta(sup 4)-Androstene-3,17-dione; NSC-9563; (8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione; CHEBI:16422

    GHS 危害分类

    Reported hazard statementsH302 (97.9%), H351 (95.8%), H360 (93.8%), H362 (95.8%)

    H302 (97.9%): Harmful if swallowed [Warning Acute toxicity, oral]

    H351 (95.8%): Suspected of causing cancer [Warning Carcinogenicity]

    公开数据库对它的描述

    4-Androstene-3,17-dione · CAS 117598-81-9 · C19H26O2. UNII 409J2J96VR. Melting Point: 158; Melting Point: 170 - 173 °C; Solubility: 57.8.

    物理形态与操作说明

    数据来源:PubChem / Wikidata;与随货 COA 不一致时以 COA 为准。

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