517-09-9 Usage
Uses
Different sources of media describe the Uses of 517-09-9 differently. You can refer to the following data:
1. Estrogenic steroidal hormone isolated from urine of pregnant mares. Occurs naturally in the d-form. Not found in human urine. Component of conjugated estrogenic hormones. Estrogen.
2. Equilenin is a naturally occuring estrogenic steroidal hormone (1,2) isolated from urine of pregnant mares (3). Not found in human urine. Component of conjugated estrogenic hormones. Estrogen. This compound is a contaminant of emerging concern (CECs). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.
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
supporting information, 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)
-
