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urofollitropin

Structure via PubChem · Public domain (PubChem)

EntityQ4006490· pop 10· linked from 108 articles

urofollitropin

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Also known as Follitropin beta chain precursor, FSH, FSH-beta, FSH-B, Urofollitrophin, Follicle-stimulating hormone beta subunit, Follicle Stimulating Hormone, Metrodin

Urofollitropin is a purified form of follicle-stimulating hormone (FSH) that is manufactured by extraction from human urine and then purified to remove various proteins and other substances. FSH is important in the development of follicles (eggs) produced by the ovaries. Given by subcutaneous injection, it is used in combination with human chorionic gonadotropin (hCG) to assist in ovulation and fertility. It is also used with in vitro fertilization methods. The dosage is adjusted to each individual's response.

Chemical data

Formula
C42H65N11O12S2
Molecular weight
980.2 g/mol
IUPAC name
1-[19-amino-7-(2-amino-2-oxoethyl)-13-butan-2-yl-10-(1-hydroxyethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
SMILES
CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(CSSCC(C(=O)NC(C(=O)N1)CC2=CC=C(C=C2)O)N)C(=O)N3CCCC3C(=O)NC(CC(C)C)C(=O)NCC(=O)N)CC(=O)N)C(C)O
InChIKey
ZDRRIRUAESZNIH-UHFFFAOYSA-N
XLogP
-1.5
Polar surface area
427 Ų
H-bond donors
12
H-bond acceptors
15
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Unknown
First approval
1986
Admin. routes
parenteral
Indications
infertility, azoospermia, male infertility, anovulation

via ChEMBL · EBI

Wikidata facts

Subclass of
gonadotropins
Mass
979.425559
Has use
medication
Show 4 more facts
canonical SMILES
CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(CSSCC(C(=O)NC(C(=O)N1)CC2=CC=C(C=C2)O)N)C(=O)N3CCCC3C(=O)NC(CC(C)C)C(=O)NCC(=O)N)CC(=O)N)C(C)O
chemical formula
C₄₂H₆₅N₁₁O₁₂S₂
medical condition treated
polycystic ovary syndrome
has characteristic
biopharmaceutical
Sources (1)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • References
  • External links

Urofollitropin is a purified form of follicle-stimulating hormone (FSH) that is manufactured by extraction from human urine and then purified to remove various proteins and other substances. FSH is important in the development of follicles (eggs) produced by the ovaries. Given by subcutaneous injection, it is used in combination with human chorionic gonadotropin (hCG) to assist in ovulation and fertility. It is also used with in vitro fertilization methods. The dosage is adjusted to each individual's response.

The most common side effects are abdominal or pelvic pain, bloating, as well as redness, pain or swelling at the injection site. Follitropin is possibly associated with increased risk of endometrial carcinoma. It is not for use during pregnancy, as there is evidence for birth defects under follitropin treatment.

Excerpted from Wikipedia’s “urofollitropin” article, available under the CC BY-SA 4.0 licence.