Basic information
- CAS
35380-71-3- Standard SMILES
C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CC[C@@H]2O.C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CC[C@@H]2O.O- InChIKey
ZVVGLAMWAQMPDR-WVEWYJOQSA-N- Molecular formula
- C36H50O5
- Average molar mass
- 562.8 g/mol
- Monoisotopic mass
- 562.36582469
Overview
Estradiol Hemihydrate is the hemihydrate form of estradiol, the most potent, naturally produced estrogen. Estradiol hemihydrate diffuses through the cell membrane and binds to and subsequently activates the nuclear estrogen receptor found in the reproductive tract, breast, pituitary, hypothalamus, liver, and bone. The activated complex binds to the estrogen response element on the DNA and activates the transcription of genes involved in the functioning of the female reproductive system and secondary sex characteristics.
Names & identifiers
- Preferred name
- Estradiol Hemihydrate
- IUPAC
- bis((8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol);hydrate
- English name
- Estradiol hemihydrate
- Molecular formula
- C18H24O2.H2O
- Molecular weight
- 290.4
Names & synonyms
ESTRADIOL HEMIHYDRATE35380-71-3CXY7B3Q98ZEstrasorbMYFEMBREE COMPONENT ESTRADIOL HEMIHYDRATERefChem:5513717b-Estradiolbeta-Estradiol semihydrate(8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol;hydrateEstrasorb (TN)beta-Estradiol hemihydrateUNII-CXY7B3Q98Z
Show more names
Estradiol (1250008)Estradiol HemihydratesEESTRADIOL HEMIHYDRATEEstradiol Hemihydrate EP17β-Estradiol hemihydrateEstradiol Hemihydrate USP36BETA-OESTRADIOL VETRANAL, 250 MGEstriol EP Impurity D as HemihydateEthinylestradiol EP Impurity D as Hemihydrate
Estra-1,3,5(10)-triene-3,17beta-diol hydrate (2:1)Estradiol hemihydrate CRSSCHEMBL37532orb1744935DTXSID60858948ZVVGLAMWAQMPDR-WVEWYJOQSA-NESTRADIOL HEMIHYDRATE [MI]Estra-1,3,5(10)-triene-3,17-diol (17beta)-, hydrate (2:1)
Properties
Computed structural properties
- Topological polar surface area
- 81.9 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 0
- Heavy atoms
- 41
- Formal charge
- 0
- Complexity
- 382
Experimental & physicochemical properties
Human Drugs
Breast Feeding; Lactation; Milk, Human; Estrogens; Hormones
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- storage temp.
- 2 · 2-8°C
- form
- powder
- BRN
- 1914275 · 1914275
- Major Application
- pharmaceuticalpharmaceutical small molecule
- InChI
- InChI=1/C18H24O2.H2O/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20;/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3;1H2/t14,15-,16,17-,18+;/s3
- InChIKey
- QJNCGXGNKJUDEM-KEFFNRLXNA-N
- SMILES
- C12CC[C@@H](O)[C@@]1(C)CCC1C3C=CC(O)=CC=3CC[C@@]21[H].O |&1:3,5,19,r|
- FDA UNII
- 7 B3Q98Z · CXY7B3Q98Z
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 8 · GHS08,GHS09
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H350 (21.6%): May cause cancer [Danger Carcinogenicity]
P203, P260, P263, P264, P270, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 88 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesCarc. 1B (21.6%)
Toxicology
Toxicity Summary
Estradiol enters target cells freely (e.g., female organs, breasts, hypothalamus, pituitary) and interacts with a target cell receptor. When the estrogen receptor has bound its ligand it can enter the nucleus of the target cell, and regulate gene transcription which leads to formation of messenger RNA. The mRNA interacts with ribosomes to produce specific proteins that express the effect of estradiol upon the target cell. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary.
Signs and SymptomsCan cause nausea and vomiting, and withdrawal bleeding may occur in females.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Safety data
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Exogenous estrogens are metabolized using the same mechanism as endogenous estrogens. Estrogens are partially metabolized by cytochrome P450. Route of Elimination: Estradiol, estrone and estriol are excreted in the urine along with glucuronide and sulfate conjugates. Half Life: 36 hours
MeSH Pharmacological Classification
Compounds that interact with ESTROGEN RECEPTORS in target tissues to bring about the effects similar to those of ESTRADIOL. Estrogens stimulate the female reproductive organs, and the development of secondary female SEX CHARACTERISTICS. Estrogenic chemicals include natural, synthetic, steroidal, or non-steroidal compounds.
Uses & manufacturing
UsesFor the treatment of urogenital symptoms associated with post-menopausal atrophy of the vagina (such as dryness, burning, pruritus and dyspareunia) and/or the lower urinary tract (urinary urgency and dysuria).
Applications
UsesEstradiol hemihydrate is a useful research chemical compound.
UsesEstradiol hemihydrate (CAS# 35380-71-3) is a useful research chemical compound. It is used in methods of contraception using nomegestrol acetate and estradiol.
Suppliers85 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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