(1S,2R,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

• ChemBase编号: 598
• 分子式: C20H26O2
• 平均质量: 298.41924
• 单一同位素质量: 298.19328007
• SMILES: O[C@@]1([C@@]2([C@H]([C@H]3[C@H](CC2)[C@@H]2C(=CC(=O)CC2)CC3)CC1)C)C#C
• Canonical SMILES: C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
• InChI: InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
• InChIKey: VIKNJXKGJWUCNN-XGXHKTLJSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one; (1S,2R,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC传统名: norethindrone
• 商标名: Anhydrohydroxynorprogesterone; Anovulatorio; Anovule; Aygestin; Binovum; Brevicon; Brevinor; Brevinor 21; Brevinor 28; Brevinor-1 21; Brevinor-1 28; Camila; Ciclovulan; Conceplan; Conludaf; Conludag; Demulen; ENT; Errin; Estrinor; Ethinylnortestosterone; Ethynylmortestosterone; Ethynylnortestosterone; Gencept; Genora; Gestest; Jenest; Jenest-28; Loestrin; Menzol; Microneth; Micronett; Micronor; Micronovum; Milli; Mini-Pe; Mini-Pill; Minovlar; Modicon; N.E.E.; NET; Necon; Nelova; Neocon; Nodiol; Nor-Q.D.; Nor-Qd; Noraethisteronum; Noralutin; Norcept; Norcept-E; Norcolut; Noresthisterone; Norethadrone; Norethin; Norethin 1/35 E; Norethin 1/50 M; Norethindrone Acetate; Norethindrone Norethisterone; Norethisteron; Norethisterone; Norethisterone [Progestins]; Norethisteronum [INN-Latin]; Norethyndron; Norethynodron; Norethynodrone; Noretisterona [INN-Spanish]; Noretisterone [Dcit]; Norfor; Norgestin; Noriday; Noriday 28; Norimin; Norinyl; Norlestrin; Norlutate; Norluten; Norlutin; Norluton; Normapause; Norpregneninlone; Norpregneninolone; Norpregneninotone; Orlest; Ortho 1 35; Ortho 7 7 7; Ortho-Novum; Ortho-Novum 1 35; Ortho-Novum 1 50; Ortho-Novum 7 7 7; Ovcon; Ovysmen; Ovysmen 0.5 35; Ovysmen 1 35; Palonyl; Perovex; Primolut N; Primolut-N; Proluteasi; Synphase; Synphasic 28; Tri-Norinyl; Triella; Trinovum; Trinovum 21; Utovlan; Utovlar; Loestrin 24 Fe
• 别名: 17α-乙炔基-19-去甲睾酮; 17-羟基-19-去甲-17α-孕甾-4-烯-20-炔基-3-酮; 17α-乙炔基-17β-羟基-19-去甲-4-雄甾烯-3-酮; 19-去甲-17α-乙炔基-4-雄甾烯-17β-醇-3-酮; 去甲基脱氢羟孕酮; 炔诺酮; Norethindrone; 19-Norethindrone; 17α-Ethynyl-19-nortestosterone; 17-Hydroxy-19-nor-17α-4-pregnen-20-yn-3-one; 17α-Ethynyl-17β-hydroxy-19-nor-4-androsten-3-one; 19-Nor-17α-ethynyl-4-androsten-17β-ol-3-one; 19-Norethisterone; (8R,9S,10R,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one; 17α-Ethynyl-17 β-hydroxy-19-nor-4-androsten-3-one; 17α-Ethynyl-19-nortestosterone

登记号

• CAS号: 68-22-4
• EC号: 200-681-6
• MDL号: MFCD00067596
• Beilstein号: 1915671
• PubChem SID: 24897669; 46504816; 24870259; 160964061
• PubChem CID: 6230

理论计算性质

JChem

• Acid pKa: 17.594933
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.217228
• LogD (pH = 7.4): 3.217228
• Log P: 3.217228
• 摩尔折射率: 87.4245 cm^3
• 极化性: 34.003754 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.72
• LOG S: -4.65
• 溶解度: 6.68e-03 g/l

分子性质

理化性质

• 溶解度: 7.04 mg/L; chloroform: ≥50 mg/mL, clear, colorless
• 外观: white to off-white powder
• 熔点: 203-204 °C; 205-206 °C(lit.)
• 比旋光度: [α]20/D -24°, c = 1 in chloroform
• 疏水性(logP): 3.2

安全信息

• 保存条件: protect from light; Room Temperature (15-30°C)
• RTECS编号: RC8975000
• 欧盟危险性物质标志: 有毒(Toxic) (T); 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 40; R:45
• 安全公开号: 22-36/37/39-45; S:28-36/37/39-45-53
• GHS危险品标识: GHS08
• GHS警示词: Warning
• GHS危险声明: H351
• GHS警示性声明: P281
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

药理学性质

• 相关基因信息: human ... AR(367), PGR(5241)rat ... Ar(24208)

产品相关信息

• 纯度: ≥98%; 98%
• 级别: VETRANAL™, analytical standard
• 包装: vial of 250 mg
• Empirical Formula (Hill Notation): C20H26O2

详细说明

MP Biomedicals - 02155946

(17α-Ethynyl-17β-hydroxy-19-nor-4-androsten-3-one; 17α-Ethynyl-19-nortestosterone) Crystalline

DrugBank - DB00717

• Drug Groups: approved
• Description: A synthetic progestational hormone with actions similar to those of progesterone but functioning as a more potent inhibitor of ovulation. It has weak estrogenic and androgenic properties. The hormone has been used in treating amenorrhea, functional uterine bleeding, endometriosis, and for contraception. [PubChem]
• Indication: For use as an oral contraceptive in the prevention of pregnancy.
• Pharmacology: Norethindrone is a synthetic oral progestin. It is used for contraception or to treat such conditions as secondary amenorrhea, abnormal uterine bleeding, and endometriosis. As an oral contraceptive, norethindrone is available as either a single agent or in combination with an estrogen.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Absolute oral bioavailability approximately 64%
• Half Life: 7 hours
• Protein Binding: >95%
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com

Sigma Aldrich - N6384

Biochem/physiol Actions
炔诺酮是用于抑制细胞溶质磺基转移酶类 (SULT) 的口服避孕药。
包装
Supplied in amber screw-cap vials

Sigma Aldrich - N4128

Biochem/physiol Actions
炔诺酮是用于抑制细胞溶质磺基转移酶类 (SULT) 的口服避孕药。
包装
1, 5 g in glass bottle
250 mg in glass bottle
50 mg in poly bottle

Sigma Aldrich - 286850

Biochem/physiol Actions
炔诺酮是用于抑制细胞溶质磺基转移酶类 (SULT) 的口服避孕药。

Sigma Aldrich - 46525

Biochem/physiol Actions
炔诺酮是用于抑制细胞溶质磺基转移酶类 (SULT) 的口服避孕药。
法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC