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estratetraenol

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EntityQ5401785· pop 5· linked from 169 articles

estratetraenol

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Also known as oestra-1,3,5(10),16-tetraen-3-ol

Estratetraenol, also known as estra-1,3,5(10),16-tetraen-3-ol, is an endogenous steroid found in women that has been described as having pheromone-like activities in primates, including humans. Estratetraenol is synthesized from androstadienone by aromatase likely in the ovaries, and is related to the estrogen sex hormones, yet has no known estrogenic effects. It was first identified from the urine of pregnant women.

Chemical data

Formula
C18H22O
Molecular weight
254.4 g/mol
IUPAC name
(8S,9S,13R,14S)-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-3-ol
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC=C2)CCC4=C3C=CC(=C4)O
InChIKey
CRMOMCHYBNOFIV-BDXSIMOUSA-N
XLogP
5.1
Polar surface area
20.2 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
254.167
Show 4 more facts
chemical formula
C₁₈H₂₂O
canonical SMILES
CC12CCC3C(C1CC=C2)CCC4=C3C=CC(=C4)O
isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC=C2)CCC4=C3C=CC(=C4)O
Commons category
Estratetraenol
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

3 sections
Contents
  • Experiments
  • See also
  • References

Estratetraenol, also known as estra-1,3,5(10),16-tetraen-3-ol, is an endogenous steroid found in women that has been described as having pheromone-like activities in primates, including humans. Estratetraenol is synthesized from androstadienone by aromatase likely in the ovaries, and is related to the estrogen sex hormones, yet has no known estrogenic effects. It was first identified from the urine of pregnant women.

Estratetraenyl acetate, or estra-1,3,5(10),16-tetraen-3-yl acetate, is a more potent synthetic derivative of estratetraenol.

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

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