CAS 4075-07-4 Androsta-4,16-dien-3-one (HCID 92979)

Names & identifiers

Preferred name: Androsta-4,16-dien-3-one
IUPAC: (8S,9S,10R,13R,14S)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-3-one
English name: 4,16-Androstadien-3-one
Molecular formula: C19H26O
Molecular weight: 270.41

Names & synonyms

AndrostadienoneAndrosta-4,16-dien-3-one4,16-Androstadien-3-one4075-07-4ZUZ4FHD36EDTXSID00863314delta4,16-Androstadien-3-oneNSC-93234RefChem:96130DTXCID601511385639-099-6.DELTA.4,16-Androstadien-3-one

Show more names

androst-4,16 dien-3-one.δ.4,16-Androstadien-3-oneAndrosta-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

(8S,9S,10R,13R,14S)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-3-oneNSC 93234UNII-ZUZ4FHD36E(+)-ANDROSTADIENONESCHEMBL219161Delta4-Androst-16-en-3-oneLMST02020142ST 19:3;O

Database identifiers

CAS: 4075-07-4
PubChem CID: 92979
DTXSID: DTXSID00863314
UNII: ZUZ4FHD36E
EC Number: 639-099-6
Nikkaji: J80.741I

Properties

Computed structural properties

XLogP: 4.5
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 20
Formal charge: 0
Complexity: 514

Experimental & physicochemical properties

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]

Physicochemical properties

Melting point: 131.5 · 131.5-133.5 °C
Boiling point: 390.3 · 390.3±42.0 °C(Predicted)
Density: 1.07 · 1.07±0.1 g/cm3(Predicted)
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
color: White to Off-White
Cosmetics Ingredients Functions: 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)
EWG's Food Scores: 1 · 1
FDA UNII: 4 FHD36E · ZUZ4FHD36E
Symbol(GHS): 8 · GHS08
Signal word: Warning
Hazard statements: 351 · H351
Precautionary statements: 201 · P201-P202-P281-P308+P313-P405-P501

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 86.4% (89 of 103) of all reports.

Danger

H351 (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 information

Hazard Classes and CategoriesCarc. 2 (13.6%)

Safety data

Signal word: Warning
Symbol(GHS): GHS08
Hazard statements: H351
Precautionary statements: P201-P202-P281-P308+P313-P405-P501

Chemistry & industry

Uses & manufacturing

Household ProductsInformation on 3 consumer products that contain Androstadienone in the following categories is provided:

Applications · 2 items

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].

UsesAndrostadienone 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).

Suppliers60 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]

Suzhou ARTK Medchem Co., Ltd.+86-18168183658 · [email protected]

Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]

Additional notes · 1 item

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.