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Equilin

Equilin structure

CAS No:
474-86-2
Formula:
C18H20O2
Chemical Name:
Equilin
Synonyms:
Estra-1,3,5(10),7-tetraen-17-one,3-hydroxy-;Equilin;3-Hydroxyestra-1,3,5(10),7-tetraen-17-one;1,3,5,7-Estratetraen-3-ol-17-one;7-Dehydroestrone;NSC 10971
Categories:
Active Pharmaceutical Ingredients > Nervous System Drugs

Description

Equilin is one of the estrogens present in the mixture of estrogens isolated from horse urine.

Equilin is a 17-oxo steroid and a 3-hydroxy steroid. It derives from a hydride of an estrane.|An estrogenic steroid produced by horses. It has a total of four double bonds in the A- and B-ring. High concentration of equilin is found in the urine of pregnant mares.|Equilin is a naturally occurring steroid with estrogenic activity obtained from the urine of pregnant mares.|An estrogenic steroid produced by HORSES. It has a total of four double bonds in the A- and B-ring. High concentration of euilin is found in the URINE of pregnant mares.

Equilin Basic Attributes

Molecular Weight：

268.35

Exact Mass：

268.35

EC Number：

207-488-6

UNII：

08O86EX0J4

NSC Number：

10971

DSSTox ID：

DTXSID7047433

NCI Thesaurus Code：

C29020

HScode：

2937230000

Characteristics

PSA：

37.3

XLogP3：

3.53

Density：

1.2±0.1 g/cm3

Melting Point：

239 °C

Boiling Point：

459.1±45.0 °C at 760 mmHg

Flash Point：

9℃

Refractive Index：

1.626

Water Solubility：

1.4mg/L(25 ºC)

Storage Conditions：

Refrigerator

Specific rotation：

D25 +308° (c = 2 in dioxane); D25 +325° (c = 2 in alc)

Safety Information

Transport codes：

UN1230 - class 3 - PG 2 - Methanol, solution

wgk germany：

hazard class code：

40-62-63-39/23/24/25-23/24/25-11

safety instructions：

36/37-45-16-7

RTECS Number：

KG6650000

Marks：

Xn,T,F

Precautionary statement(s)：

P201-P260-P263-P280-P308 + P313

Hazard Statements：

H351-H360-H362

Toxicity

Protein Binding：

90% bound to plasma proteins

Drug Information

Drug Indication：

For the treatment of moderate to severe vasomotor symptoms associated with the menopause, atrophic vaginitis, osteoporosis, hypoestrogenism due to hypogonadism, castration, primary ovarian failure, breast cancer (for palliation only), and Advanced androgen-dependent carcinoma of the prostate (for palliation only)

Pharmacology：

Equilin is a component of Premarin (conjugated estrogens), a mixture of the water soluble salts of sulfate esters from estrone, equilin, 17 alpha-dihydroequilin, and other related steroids, may be derived from pregnant equine urine or yam and soy plants. Estrogens are important in the development and maintenance of the female reproductive system and secondary sex characteristics. They promote growth and development of the vagina, uterus, and fallopian tubes, and enlargement of the breasts. Indirectly, they contribute to the shaping of the skeleton, maintenance of tone and elasticity of urogenital structures, changes in the epiphyses of the long bones that allow for the pubertal growth spurt and its termination, growth of axillary and pubic hair, and pigmentation of the nipples and genitals. Decline of estrogenic activity at the end of the menstrual cycle can bring on menstruation, although the cessation of progesterone secretion is the most important factor in the mature ovulatory cycle. However, in the preovulatory or nonovulatory cycle, estrogen is the primary determinant in the onset of menstruation. Estrogens also affect the release of pituitary gonadotropins. The pharmacologic effects of conjugated estrogens are similar to those of endogenous estrogens.

Absorption：

Well absorbed.

Metabolism/Metabolites：

Hepatic

Mechanism of Action：

Estrogens enter the cells of responsive tissues (e.g., female organs, breasts, hypothalamus, pituitary) where they interact with a protein receptor, subsequently increasing the rate of synthesis of DNA, RNA, and some proteins. Estrogens decrease the secretion of gonadotropin-releasing hormone by the hypothalamus, reducing the secretion of follicle-stimulating hormone (FSH) and luteinizing hormone (LH) from the pituitary.

MeSH Entry Terms：

Equilin

Equilin Use and Manufacturing

Uses

An estrogen found in Premarin, which is a mixture of conjugated estrogens widely used in hormone replacement therapy.

Use Classification：

Lipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C18 steroids (estrogens) and derivatives [ST0201]

Computed Properties

Molecular Weight:268.3
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:268.146329876
Monoisotopic Mass:268.146329876
Topological Polar Surface Area:37.3
Heavy Atom Count:20
Complexity:466
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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CAS No.: 474-86-2

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CAS No.: 474-86-2

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