517-09-9 Usage
Description
EQUILENIN is a naturally occurring estrogenic steroidal hormone that is isolated from the urine of pregnant mares. It is not found in human urine and is a component of conjugated estrogenic hormones. EQUILENIN is also considered a contaminant of emerging concern (CECs) and is listed on the Drinking Water Contaminant Candidate List 3 (CCL 3) by the United States Environmental Protection Agency (EPA) as an environmental and food contaminant.
Uses
Used in Pharmaceutical Industry:
EQUILENIN is used as a pharmaceutical compound for its estrogenic properties. It is a component of conjugated estrogenic hormones, which are used in hormone replacement therapy and other medical treatments related to estrogen deficiency.
Used in Environmental Protection:
EQUILENIN is recognized as a contaminant of emerging concern by the United States Environmental Protection Agency (EPA). It is included in the Drinking Water Contaminant Candidate List 3 (CCL 3), indicating its potential impact on environmental and food contaminants. Efforts are made to monitor and control the presence of EQUILENIN in water sources to ensure public health and safety.
Purification Methods
Crystallise (+)-equilenin from EtOH (solubility is 0.63% at 18o, 2.5% at 78o), aqueous EtOH or *C6H6 (Norite) and dry it in a vacuum. It sublimes on melting and at 170-180o/0.01mm. The acetate crystallises from MeOH with m 165-167o and [ ] D +71o (c 1, CHCl3). [Bachmann et al. J Am Chem Soc 62 824 1940, Beilstein 8 III 1522, 1523, 1525, 8 IV 1420.]
Check Digit Verification of cas no
The CAS Registry Mumber 517-09-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,1 and 7 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 517-09:
(5*5)+(4*1)+(3*7)+(2*0)+(1*9)=59
59 % 10 = 9
So 517-09-9 is a valid CAS Registry Number.
InChI:InChI=1/C18H18O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2-5,10,16,19H,6-9H2,1H3/t16-,18-/m0/s1
517-09-9Relevant articles and documents
Practical semisynthesis of equilenin and its derivatives
Yue, Tao,Li, Hong-Ping,Ding, Kai
, p. 4850 - 4853 (2016/10/07)
Equilenin 2 and its derivatives are important intermediates in the synthesis of steroidal drugs. Until now, these estrogens were produced by extraction from pregnant mare's urine due to the lack of efficient synthetic methods. Most reported semisyntheses of equilenin involve expensive raw materials or toxic reagents to suppress undesired epimerization at C/D ring juncture. Herein, we reported a practical synthesis of highly pure equilenin and its derivatives from an easily available raw material 6 with conventional reagents.
An effective approach to B-ring aromatization of equilin
Cao, Zhisong,Liehr, Joachim G.
, p. 145 - 155 (2007/10/03)
Epoxidation of equilin followed by rearrangement-elimination catalyzed by either proton acids or Lewis acids generates an estrogen with an aromatic B-ring. This procedure represents an effective method for the conversion of an equilin nucleus to an equilenin nucleus.
Concise enantio- and stereo-controlled synthesis of (+)-equilenin using chiral cyclopentadienone synthon
Takano,Inomata,Ogasawara
, p. 1544 - 1546 (2007/10/02)
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