CAS 18339-16-7

Androstenone

Description:

Androstenone, with the CAS number 18339-16-7, is a steroidal pheromone and a member of the androstane family. It is a colorless to pale yellow crystalline solid that is insoluble in water but soluble in organic solvents. Androstenone is primarily known for its role in the olfactory signaling of mammals, influencing social and sexual behaviors. It has a characteristic musky odor, which can vary in perception among individuals, with some finding it pleasant and others perceiving it as unpleasant. The compound is produced in the adrenal glands and gonads of both males and females, although it is more prevalent in males. Androstenone is often studied in the context of human attraction and pheromonal communication, with research suggesting it may play a role in mate selection. Additionally, it has applications in the fragrance industry, where it is used as a scent component in perfumes and colognes. Its chemical structure includes a ketone functional group, contributing to its reactivity and interactions with olfactory receptors.

Formula: C₁₉H₂₈O

InChI: InChI=1S/C19H28O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13,15-17H,4-8,10-12H2,1-2H3/t13-,15-,16-,17-,18-,19-/m0/s1

InChI key: InChIKey=HFVMLYAGWXSTQI-QYXZOKGRSA-N

SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)C=CC4)[H])(CC[C@]1(CC(=O)CC2)[H])[H])[H]

Synonyms:

• (5Alpha,14Beta)-Androst-16-En-3-One
• (5Alpha,9Beta)-Androst-16-En-3-One
• (5Alpha,9Beta,14Beta)-Androst-16-En-3-One
• 16,(5α)-Androsten-3-one
• 5Alpha-Androst-16-En-3-One
• 5α-Androst-16-ene-3-one
• 5α-Androstenone
• Androst-16-en-3-one, (5α)-
• Androstenone
• E 282
• 5α-Androst-16-en-3-one

Androst-16-en-3-one, (5α)-

CAS: 18339-16-7

Formula: C₁₉H₂₈O

Purity: 98%

Color and Shape: Solid

Molecular weight: 272.4250

Ref: IN-DA0027JL

5α-Androst-16-en-3-one

CAS: 18339-16-7

Formula: C₁₉H₂₈O

Purity: (NMR) ≥ 98.0%

Color and Shape: White powder

Molecular weight: 272.43

Ref: 7W-GK0377

16-(5α)-Androsten-3-one-2,2,4,4-d4

CAS: 18339-16-7

Purity: 98 atom % D

Color and Shape: White Solid

Molecular weight: 276.45

Ref: 3U-D7051

5α-Androstenone-d4

Controlled Product

CAS: 18339-16-7

Applications 5α-Androstenone-d4 is the isotope labelled analog of 5α-Androstenone (A637775); a volatile steroid found in human perspiration, boar saliva, truffles, and celery. It was also identified as the first mammalian pheromone.
References Wysocki, C.J., et al.: P. Natl. Acad. Sci. USA, 86, 7976 (1989); Dorries, K.M., et al.: Brain Behav. Evol., 49, 53 (1997)

Formula: C₁₉D₄H₂₄O

Color and Shape: Neat

Molecular weight: 276.45

Ref: TR-A637777

5α-Androstenone

CAS: 18339-16-7

Applications 5α-Androstenone is a volatile steroid found in human perspiration, boar saliva, truffles, and celery. It was also identified as the first mammalian pheromone.
References Wysocki, C.J., et al.: P. Natl. Acad. Sci. USA, 86, 7976 (1989); Dorries, K.M., et al.: Brain Behav. Evol., 49, 53 (1997)

Formula: C₁₉H₂₈O

Color and Shape: White To Off-White

Molecular weight: 272.42

Ref: TR-A637775

5a-Androst-16-en-3-one

Controlled Product

CAS: 18339-16-7

5a-Androsten-3,16-dione is a steroid hormone that binds to the androgen receptor. It is present in sweat and urine and may be used as a marker for the detection of testosterone doping. Studies have shown that 5a-androsten-3,16-dione interacts with other hormones such as estradiol benzoate and skatole. The transfection experiments showed significant interactions between 5a-androsten-3,16-dione and pueraia lobata extract. The sample preparation methods should include extraction with organic solvents such as ethyl acetate or chloroform/methanol followed by liquid–liquid partitioning with water or ethyl acetate to remove any lipids. The analytical method used in this study was gas chromatography/mass spectrometry (GC/MS). GC/MS analysis demonstrated that 5a-androsten-3,16-dione can be detected in

Formula: C₁₉H₂₈O

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 272.43 g/mol

Ref: 3D-FA31402

5α-Androst-16-en-3-one

CAS: 18339-16-7

5α-Androst-16-en-3-one, a mammalian pheromone present in boar saliva, plays a crucial role in facilitating social and sexual interactions by acting as a volatile chemical cue. It is utilized to prime sows in estrus for mating or artificial insemination, underscoring its significance in reproductive behavior. Additionally, this compound is detected in human sweat and urine, where it is involved in studies concerning receptor-mediated odorant detection and the genetic foundations of anosmias, thereby broadening its scope of relevance beyond the animal kingdom.

Formula: C₁₉H₂₈O

Color and Shape: Solid

Molecular weight: 272.432

Ref: TM-T84406