Equilin

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Names

[ CAS No. ]:
474-86-2

[ Name ]:
Equilin

[Synonym ]:
Equilin
Estra-1,3,5(10),7-tetraen-17-one, 3-hydroxy-
3-Hydroxyestra-1,3,5(10),7-tetraen-17-one (9CI)
Dihydroequilenin
(9S,13S,14S)-3-hydroxy-13-methyl-9,11,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-17-one
3-Hydroxyestra-1,3,5(10),7-tetraen-17-one
1,3,5(10),7-Estratetraen-3-ol-17-one (3-Hydroxy-1,3,5(10),7-estratetraen-17-one
1,3,5,7-Estratetraen-3-ol-17-one
7-Dehydroestrone

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
459.1±45.0 °C at 760 mmHg

[ Melting Point ]:
238-240ºC(lit.)

[ Molecular Formula ]:
C18H20O2

[ Molecular Weight ]:
268.350

[ Flash Point ]:
195.4±21.3 °C

[ Exact Mass ]:
268.146332

[ PSA ]:
37.30000

[ LogP ]:
3.53

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.626

[ Storage condition ]:
-20°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KG6650000
CHEMICAL NAME :
Estra-1,3,5(10),7-tetraen-17-one, 3-hydroxy-
CAS REGISTRY NUMBER :
474-86-2
BEILSTEIN REFERENCE NO. :
2624302
LAST UPDATED :
199709
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C18-H20-O2
MOLECULAR WEIGHT :
268.38
WISWESSER LINE NOTATION :
L E5 B666 FV JUTTT&J E1 OQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
112 mg/kg/56W-I
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Skin and Appendages - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Implant
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
640 mg/kg/38W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
168 mg/kg/42W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Tumorigenic - tumors at site of application

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
400 mg/kg
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 48,14,1988

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H351-H360-H362

[ Precautionary Statements ]:
P201-P260-P263-P280-P308 + P313

[ Personal Protective Equipment ]:
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

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R40

[ Safety Phrases ]:
36/37-45-16-7

[ RIDADR ]:
UN1230 - class 3 - PG 2 - Methanol, solution

[ WGK Germany ]:
3

[ RTECS ]:
KG6650000

Synthetic Route

Precursor & DownStream

Precursor

  • 3-methoxyestra-1,3,5(10),8(9)-tetraen-17β-ol
  • 17β-Dihydro Equilin
  • 19-Nortestosterone acetate
  • Dehydronandrolon
  • 3-Ethoxy-17β-acetoxy-19-nor-androsta-3,5-dien
  • 3-methoxy-1,3,5(10)-estratriene-8α,17β-diol
  • 3-methoxy-17β-formyloxy-1,3,5(10),7-estratetraene

DownStream

  • 3-Hydroxyestra-1,3,5(10),7-tetraen-17-one
  • 17β-Dihydro Equilin
  • Estrone
  • equilenin
  • 9-DIHYDROESTRADIOL
  • estra-1,3,5(10),7-tetraene-3,17alpha-diol
  • Estra-1,3,5(10),7-tetraen-17-one, 3-(sulfooxy)-, sodium salt

Articles

An updated steroid benchmark set and its application in the discovery of novel nanomolar ligands of sex hormone-binding globulin.

J. Med. Chem. 51 , 2047-56, (2008)

A benchmark data set of steroids with known affinity for sex hormone-binding globulin (SHBG) has been widely used to validate popular molecular field-based QSAR techniques. We have expanded the data s...

Potent and selective steroidal inhibitors of 17beta-hydroxysteroid dehydrogenase type 7, an enzyme that catalyzes the reduction of the key hormones estrone and dihydrotestosterone.

J. Med. Chem. 52 , 7488-502, (2009)

17beta-Hydroxysteroid dehydrogenase type 7 (17beta-HSD7) catalyzes the reduction of estrone (E(1)) into estradiol (E(2)) and of dihydrotestosterone (DHT) into 5alpha-androstane-3beta,17beta-diol (3bet...

Comparison of the proliferative effects of estradiol and conjugated equine estrogens on human breast cancer cells and impact of continuous combined progestogen addition.

Climacteric 6(3) , 221-7, (2003)

So far, most epidemiological studies investigating breast cancer risk and hormone replacement therapy have been conducted with conjugated equine estrogens (CEE). Recent trials indicate that the additi...


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Related Compounds

  • Equilin-d4
  • Dihydroequilin
  • equilin sulfate
  • equilin benzoate
  • 3-O-methylequiline
  • Equilin sodium sulfate
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • N-(2-hydroxy-2-(naphthalen-1-yl)ethyl)-1-methyl-1H-imidazole-4-sulfonamide
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • 4-[(1-phenyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]piperidine hydrochloride
  • 2-Amino-1-(2-amino-6-azaspiro[3.4]octan-6-yl)ethanone
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde