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72-33-3 | Mestranol
CAS No: 72-33-3 Catalog No: AG003DVO MDL No:MFCD00003689
Product Description
Catalog Number:
AG003DVO
Chemical Name:
Mestranol
CAS Number:
72-33-3
Molecular Formula:
C21H26O2
Molecular Weight:
310.4299
MDL Number:
MFCD00003689
IUPAC Name:
(8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
InChI:
InChI=1S/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1
InChI Key:
IMSSROKUHAOUJS-MJCUULBUSA-N
SMILES:
C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OC
EC Number:
200-777-8
UNII:
B2V233XGE7
Properties
Complexity:
519
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
5
Defined Bond Stereocenter Count:
0
Exact Mass:
310.193g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
310.437g/mol
Monoisotopic Mass:
310.193g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
29.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4
Literature
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|---|---|
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| Effect of topiramate or carbamazepine on the pharmacokinetics of an oral contraceptive containing norethindrone and ethinyl estradiol in healthy obese and nonobese female subjects. | Epilepsia 20030401 |
| Differential expression of c-fos and c-myc protooncogenes by estrogens, xenobiotics and other growth-stimulatory agents in primary rat hepatocytes. | Archives of toxicology 20030301 |
| A binary screening assay for pro-oestrogens in food: metabolic activation using hepatic microsomes and detection with oestrogen sensitive recombinant yeast cells. | Food additives and contaminants 20021201 |
| A rare case of lumbosacral meningioma: nondural attachment and possible enlargement by orally administered sex steroid. | Spine 20020815 |
| Determination of estrogens in sludge and sediments by liquid extraction and GC/MS/MS. | Analytical chemistry 20020715 |
| Relationship between estrogen receptor-binding and estrogenic activities of environmental estrogens and suppression by flavonoids. | Bioscience, biotechnology, and biochemistry 20020701 |
| FSH and ovarian response: spontaneous recovery of pituitary-ovarian activity during the pill-free period vs. exogenous recombinant FSH during high-dose combined oral contraceptives. | Clinical endocrinology 20020401 |
| Women's trials: the approval of the first oral contraceptive pill in the United States and Great Britain. | Journal of the history of medicine and allied sciences 20020401 |
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| Rhesus macaque model for ovarian cancer chemoprevention. | Comparative medicine 20011001 |
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| A double-blind, placebo-controlled evaluation of the effect of oral doses of rizatriptan 10 mg on oral contraceptive pharmacokinetics in healthy female volunteers. | Journal of clinical pharmacology 20000301 |
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| Oral contraceptives and panic disorder. | The Journal of clinical psychiatry 19920501 |
| A comparative study of Norinyl 1/35 versus Brevicon in Panama City, Panama. | Contraception 19871201 |
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| Enhancement of hepatocarcinogenesis in female rats by ethinyl estradiol and mestranol but not estradiol. | Cancer research 19840901 |
| Oral contraception and cerebral thrombosis in a Jamaican. | The West Indian medical journal 19830901 |
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| Progestogen effects and their relationship to lipoprotein changes. A report from the Oral Contraception Study of the Royal College of General Practitioners. | Acta obstetricia et gynecologica Scandinavica. Supplement 19820101 |
| Chorea induced by oral contraceptives. | Neurology 19791201 |
| Asymptomatic liver cell adenomas. Another case of resolution after discontinuation of oral contraceptive use. | JAMA 19780421 |
| Hepatocellular carcinoma in a young woman with prolonged exposure to oral contraceptives. | Medical and pediatric oncology 19780101 |
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| Vascular complications of long-term oestrogen therapy. | Frontiers of hormone research 19770101 |
| Oral-contraceptive-induced hypertension after adrenalectomy and hypophysectomy. | Archives of internal medicine 19760901 |
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| Liver cell adenoma and oral contraceptives. Double tumor development. | JAMA 19751110 |
| The development of adenocarcinoma of the endometrium in young women receiving long-term sequential oral contraception. | American journal of obstetrics and gynecology 19751001 |
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| Letter: Hepatomas and oral contraceptives. | Lancet (London, England) 19740216 |
| Estrogen-progesterone combination causing hypertension in latent unilateral ischemic renal disease. | Urology 19731201 |
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| Thromboembolic disease and the steroidal content of oral contraceptives. A report to the Committee on Safety of Drugs. | British medical journal 19700425 |
| Regression of cerebral lesions after cessation of oral contraceptives. | Southern medical journal 19700201 |
| Psychosis associated with the use of oral contraceptive agents. | Southern medical journal 19690201 |
| [Late cutaneous porphyria with sclerodermic syndrome revealed by taking estrogens, barbiturates and estro-progestational hormones]. | Bulletin de la Societe francaise de dermatologie et de syphiligraphie 19690101 |
| Erythema nodosum from oral contraceptives. | Archives of dermatology 19681201 |
| The contraceptive pill and major arterial emboli in a teen-aged girl. | Canadian Medical Association journal 19681012 |
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| Depression and oral contraceptives. | Lancet (London, England) 19680824 |
| Neurological symptoms and oral contraceptives. | Canadian Medical Association journal 19680323 |
| Biliary stasis after mestranol-norethindrone ingestion. Report of a case. | Obstetrics and gynecology 19680301 |
| Oral contraceptives and hypertension. | Lancet (London, England) 19670923 |
| Mood and behavioural changes with progestational agents. | The British journal of psychiatry : the journal of mental science 19670301 |
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