Androsta-4,16-dien-3-one
Androstadienone · NSC 93234 · androst-4,16 dien-3-one · .δ.4,16-Androstadien-3-one · Androsta-4,16-dien-3-one (6CI, 7CI, 8CI, 9CI, ACI) · TIANFUCHEM--4075-07-4--High purity 4,16-Androstadien-3-one in stock · (8S,9S,10R,13R,14S)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
Identifikatoren & physikalische Daten
| CAS No. | 4075-07-4 |
|---|---|
| Summenformel | C19H26O |
| Durchschnittliche Molmasse | 270,4 g/mol |
| Monoisotopische Masse | 270,19836545 g/mol |
| SMILES | C[C@@]12C=CC[C@H]1[C@@H]1CCC3=CC(=O)CC[C@]3(C)[C@H]1CC2 |
| InChIKey | HNDHDMOSWUAEAW-VMXHOPILSA-N |
| PubChem CID | 92979 |
| EC No. | 639-099-6 |
| DTXSID | DTXSID00863314 |
Chemische & physikalische Eigenschaften
| XLogP | 4,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 20 |
| Formalladung | 0 |
| Komplexität | 514 |
| Lipide | Lipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202] |
| Schmelzpunkt | 131.5-133.5 °C |
| Siedepunkt | 390.3±42.0 °C(Predicted) |
| Dichte | 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 (Verteilungskoeffizient) | 4.815 (est) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 86.4% (89 of 103) of all reports.DangerH351 (13.6%): Suspected of causing cancer [Warning Carcinogenicity]P203, P260, P263, P264, P270, P280, P318, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 103 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Carc. 2 (13.6%) |
| Alarmwort | Warnung |
| Gefahrenhinweise | Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H351 |
Anwendungen & Verwendung
Occurrence
It 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].
Verwenden
Androstadienone 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).