10,13-Dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-3-one
Grundinformationen
- CAS
4075-07-4- Standard-SMILES
CC12C=CCC1C1CCC3=CC(=O)CCC3(C)C1CC2- InChIKey
HNDHDMOSWUAEAW-UHFFFAOYSA-N- Summenformel
- C19H26O
- Durchschnittliche Molmasse
- 270,4 g/mol
- Monoisotopische Masse
- 270,19836545
Namen und Bezeichner
- Bevorzugter Name
- 10,13-Dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-3-one
- IUPAC
- 10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-3-one
- Englischer Name
- 4,16-Androstadien-3-one
- Summenformel
- C19H26O
- Molmasse
- 270.41
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
4075-07-4- PubChem CID
- 261258
- ChEMBL
CHEMBL141998
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,5
- Polarare Oberfläche (TPSA)
- 17,1 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 20
- Formalladung
- 0
- Komplexität
- 514
Physikochemische Eigenschaften
- Schmelzpunkt
- 131.5 · 131.5-133.5 °C
- Siedepunkt
- 390.3 · 390.3±42.0 °C(Predicted)
- Dichte
- 1.07 · 1.07±0.1 g/cm3(Predicted)
- Löslichkeit
- Chloroform (Slightly), Methanol (Slightly)
- Aggregatzustand
- Solid
- Farbe
- White to Off-White
- Kosmetik-Inhaltsstoffe Funktionen
- FRAGRANCE
- InChI
- InChI=1S/C19H26O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,12,15-17H,4-8,10-11H2,1-2H3/t15-,16-,17-,18-,19-/m0/s1
- InChIKey
- HNDHDMOSWUAEAW-VMXHOPILSA-N
- SMILES
- C1(=O)C=C2[C@](C)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)C=CC3)CC2
- LogP
- 4.815 · 4.815 (est)
Sicherheit und Regulatorisches
Sicherheitsdaten
- Alarmwort
- Warnung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H351
Chemie und Industrie
Anwendungen
OccurrenceIt has been reported that 4,16-Androstadien-3-one (androstadienone) affects subjects'mood, psychophysiological responses and brain activity. 4,16-Androstadien-3-one is a member of the family of odorous 16-androstenes and can be found in the peripheral blood plasma of men to the extent of 98 ng/100 ml blood and in their axillary secretion with a mean value of 228 pmol/total axillary hair weight. Androstadienone can also be found in women but at a much smaller concentration. Male axillae are said to be dominated by coryneform bacteria, while women's axillae microflora are said to be dominated by micrococcacea bacteria. Although examined in only a few subjects, it has been shown that there is a high correlation between coryneform bacteria and the amount of 5α-androst-16-en-3-one (androstenone)[1].
VerwendenAndrostadienone is a prominent androstene present on male human axillary hair and on the male axillary skin surface. Studies suggest that Androstadienone has a strong pheromone-like activities in hum ans. Androstadienone is a metabolite of Testosterone (T155000).
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Ergänzende Hinweise
DefinitionThe main 16-androstenes occurring in humans are 5α-androst-16-en-3-one (5α-androstenone), 5α-androst-16-en-3α-ol (5α-androstenol), and 4,16-androstadien-3-one (androstadienone). Their metabolism has been extensively studied in pigs, and they are produced in the Leydig cells in the testes from the precursor pregnenolone. In humans, it is thought that these compounds are produced in the adrenal glands and the ovary and that their metabolism follows a common steroidogenic pathway. Androstenol has been detected in human urine; androstenone and androstadienone occur in plasma and saliva.
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