Showing Compound Testosterone (FDB011544)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:42 UTC

Update date

2019-11-26 03:05:04 UTC

Primary ID

FDB011544

Secondary Accession Numbers

FDB021799

Chemical Information

FooDB Name

Testosterone

Description

Testosterone-d3 belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Based on a literature review a significant number of articles have been published on Testosterone-d3.

CAS Number

58-22-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(+-)-8-Iso-testosterone	HMDB
(+-)-Retrotestosterone	HMDB
(+-)-Testosterone	HMDB
(+)-Testosterone	HMDB
(17b)-17-hydroxy-androst-4-en-3-one	biospider
(17beta)-17-Hydroxyandrost-4-en-3-one	biospider
13-Iso-testosterone	HMDB
17-beta-Hydroxyandrost-4-en-3-one	biospider
17-Hydroxy-(17-beta)-androst-4-en-3-one	biospider
17-Hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one	HMDB
17-Hydroxy-androst-4-en-3-one	HMDB
17-Hydroxy-D4-androsten-3-one	HMDB
17a-Hydroxy-(13a)-androst-4-en-3-one	HMDB
17a-Hydroxy-13a-androst-4-en-3-one	HMDB
17a-Hydroxy-14b-androst-4-en-3-one	HMDB
17a-Hydroxy-androst-4-en-3-one	HMDB
17b-Hydroxy-(10a)-androst-4-en-3-one	HMDB
17b-Hydroxy-(13a)-androst-4-en-3-one	HMDB
17b-Hydroxy-(8a,10a)-androst-4-en-3-one	HMDB
17b-Hydroxy-(8a)-androst-4-en-3-one	HMDB
17b-Hydroxy-(9b,10a)-androst-4-en-3-one	HMDB
17b-Hydroxy-(9b)-androst-4-en-3-one	HMDB
17b-Hydroxy-13a-androst-4-en-3-one	HMDB
17b-hydroxy-4-androsten-3-one	biospider
17b-Hydroxy-8a-androst-4-en-3-one	HMDB
17b-Hydroxy-androst-4-en-3-on	HMDB
17b-hydroxy-androst-4-en-3-one	biospider
17b-Hydroxy-D4-androsten-3-one	biospider
17b-Hydroxyandrost-4-en-3-one	biospider
17b-Hydroxyandrost-4-ene-3-one	biospider
17b-Testosterone	biospider
17beta-Hydroxy-3-oxo-4-androstene	biospider
17beta-hydroxy-4-androsten-3-one	biospider
17beta-Hydroxyandrost-4-ene-3-one	biospider
17beta-Testosterone	manual
17β-hydroxy-4-androsten-3-one	Generator
4-Androsten-17b-ol-3-one	Generator
4-androsten-17beta-ol-3-one	biospider
4-Androsten-17β-ol-3-one	Generator
4-Androsten-3-one-17b-ol	biospider
4-androstene-17beta-ol-3-one	biospider
8-Iso-testosterone	HMDB
9b-Testosterone	HMDB
9b,10a-Testosterone	HMDB
Androderm	ChEBI
AndroGel	HMDB
Androlin	HMDB
Andronaq	HMDB
Andropatch	HMDB
Androst-4-en-17b-ol-3-one	biospider
Androst-4-en-17beta-ol-3-one	biospider
Androst-4-ene-17b-ol-3-one	biospider
Andrusol	HMDB
Atmos	db_source
Cristerona t	HMDB
D4-Androsten-17b-ol-3-one	HMDB
Epitestosteron	HMDB
Geno-cristaux gremy	HMDB
Homosteron	HMDB
Homosterone	HMDB
Lumitestosteron	HMDB
Mertestate	HMDB
Neotestis	HMDB
Oreton	HMDB
Orquisteron	HMDB
Perandren	HMDB
Percutacrine androgenique	HMDB
Primotest	HMDB
Primoteston	HMDB
rac-17b-Hydroxy-(13a)androst-4-en-3-one	HMDB
rac-17b-Hydroxy-(8a)-androst-4-en-3-one	HMDB
rac-17b-Hydroxy-(9b,10a)androst-4-en-3-one	HMDB
rac-17b-Hydroxy-androst-4-en-3-one	HMDB
Relibra	HMDB
Retrotestosterone	HMDB
Sustanon	HMDB
Sustanone	HMDB
Sustason 250	HMDB
Synandrol F	HMDB
Teslen	HMDB
Testandrone	HMDB
Testiculosterone	HMDB
Testim	biospider
Testobase	HMDB
Testoderm	HMDB
Testogel	HMDB
Testolent	HMDB
Testolin	HMDB
Testopropon	HMDB
Testosteroid	HMDB
Testosteron	ChEBI
Testosterona	ChEBI
Testosterone, BAN, INN, USAN	db_source
Testosteronum	ChEBI
Testoviron schering	HMDB
Testoviron t	HMDB
Testro aq	HMDB
Testrone	HMDB
Testryl	HMDB
Tostrelle	HMDB
Tostrex	HMDB
Viatrel	HMDB
Virilon	biospider
Virormone	biospider
Virosterone	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.033 g/L	ALOGPS
logP	2.99	ALOGPS
logP	3.37	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	19.09	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.43 m³·mol⁻¹	ChemAxon
Polarizability	33.95 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C19H28O2

IUPAC name

14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

InChI Identifier

InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3

InChI Key

MUMGGOZAMZWBJJ-UHFFFAOYSA-N

Isomeric SMILES

CC12CCC3C(CCC4=CC(=O)CCC34C)C1CCC2O

Average Molecular Weight

288.4244

Monoisotopic Molecular Weight

288.20893014

Classification

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
3-oxo-delta-4-steroid
3-oxosteroid
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Secondary alcohol
Ketone
Cyclic ketone
Organooxygen compound
Alcohol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a hormone (TESTOSTERONE )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 79.12%; H 9.78%; O 11.09%	DFC
Melting Point	Mp 155°	DFC
Boiling Point	Not Available
Experimental Water Solubility	0.0234 mg/mL at 25 oC	YALKOWSKY,SH & HE,Y (2003)
Experimental logP	3.32	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	0
Optical Rotation	[a]D +109 (c, 4 in EtOH)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Testosterone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-074i-0390000000-716c73dd5d52f9cbab37	Spectrum
Predicted GC-MS	Testosterone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Testosterone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Testosterone, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Testosterone, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000j-6590000000-90559b7f14a4d7b6ae46	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0090000000-ac5ada836b20cb197ccb	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0229-0890000000-8fcbb72c7bdeea1aac2c	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-06tf-6900000000-d90e7678475c3781f386	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-383f8ad782110ec64fbf	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0090000000-383f8ad782110ec64fbf	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0090000000-e43162eb38a15e8045b7	2021-10-12	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

17347

Phenol-Explorer ID

Not Available

DrugBank ID

DB00624

HMDB ID

HMDB00234

CRC / DFC (Dictionary of Food Compounds) ID

BCH30-O:GQL45-N

EAFUS ID

Not Available

Dr. Duke ID

BIGG ID

KNApSAcK ID

HET ID

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Testosterone

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
Anabolic	36413	A substance that promotes tissue growth and repair, playing a biological role in muscle protein synthesis and bone density regulation. Therapeutically, anabolics are used to treat conditions like muscle wasting, osteoporosis, and hormone deficiencies, with key medical applications in orthopedics, endocrinology, and sports medicine.	DUKE
Androgenic		An agent that stimulates male characteristic development and maintenance by binding to androgen receptors, used therapeutically to treat conditions like hypogonadism, androgen deficiency, and certain types of anemia, as well as for hormone replacement therapy and fertility treatment.	DUKE
Anti-anemic	52217	An agent that treats or prevents anemia by increasing red blood cell production or enhancing iron utilization, commonly used to manage iron-deficiency anemia, vitamin deficiency anemia, and other blood disorders, promoting healthy oxygen delivery to tissues and organs.	DUKE
Anti climacteric		An agent that alleviates symptoms of male menopause, including reduced libido and sexual activity, by regulating hormonal imbalances, with therapeutic applications in managing andropause and key medical uses in treating age-related sexual dysfunction.	DUKE
Anti-hemophilic	50248	An agent that replaces or supplements clotting factor VIII or IX, essential for blood coagulation. Therapeutically, it's used to treat hemophilia A or B, reducing the risk of bleeding and promoting wound healing, commonly used in managing hemophilia and other bleeding disorders.	DUKE
Anti-hypogonadic		An agent that stimulates sex hormone production in underactive gonads, treating hypogonadism. Therapeutically, it enhances fertility, libido, and overall reproductive health, commonly used in managing conditions like low testosterone and menopause.	DUKE
Anti osteoporotic	52217	An agent that prevents or treats osteoporosis by promoting bone density, reducing bone resorption, and increasing calcium absorption, commonly used in managing osteoporosis, osteopenia, and preventing fractures.	DUKE
Antitumor	35610	An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.	DUKE
Aphrodisiac		A substance that stimulates sexual desire, playing a biological role in enhancing libido. It has therapeutic applications in treating sexual dysfunction and key medical uses in managing conditions such as erectile dysfunction and low sex drive.	DUKE
Calcium-sparing		An agent that limits calcium excretion in urine, used as a diuretic to treat conditions like hypertension and edema, while helping maintain calcium levels and reducing the risk of osteoporosis and kidney stone formation.	DUKE
Carcinogenic	50903	An agent that causes cancer, damaging cellular DNA and disrupting normal cell growth. It has no therapeutic applications, but understanding its biological role informs cancer prevention and treatment strategies, with key medical uses in oncology research and risk assessment.	DUKE

Enzymes

Name	Gene Name	UniProt ID
UDP-glucuronosyltransferase 2B28	UGT2B28	Q9BY64
UDP-glucuronosyltransferase 2B4	UGT2B4	P06133
UDP-glucuronosyltransferase 1-4	UGT1A4	P22310
UDP-glucuronosyltransferase 2B10	UGT2B10	P36537
UDP-glucuronosyltransferase 2B7	UGT2B7	P16662
UDP-glucuronosyltransferase 2B15	UGT2B15	P54855
UDP-glucuronosyltransferase 2A1	UGT2A1	Q9Y4X1
UDP-glucuronosyltransferase 1-1	UGT1A1	P22309
UDP-glucuronosyltransferase 1-9	UGT1A9	O60656
UDP-glucuronosyltransferase 1-8	UGT1A8	Q9HAW9
UDP-glucuronosyltransferase 1-3	UGT1A3	P35503
UDP-glucuronosyltransferase 1-10	UGT1A10	Q9HAW8
UDP-glucuronosyltransferase 2B17	UGT2B17	O75795
UDP-glucuronosyltransferase 1-6	UGT1A6	P19224
UDP-glucuronosyltransferase 1-5	UGT1A5	P35504
UDP-glucuronosyltransferase 2B11	UGT2B11	O75310
UDP-glucuronosyltransferase 1-7	UGT1A7	Q9HAW7
Sex hormone-binding globulin	SHBG	P04278
UDP-glucuronosyltransferase 2A3	UGT2A3	Q6UWM9
Cytochrome P450, family 1, subfamily A, polypeptide 1	CYP1A1	A0N0X8
Cytochrome P450 2D6	CYP2D6	Q6NWU0
Glutathione S-transferase A3	GSTA3	Q16772
Estrogen sulfotransferase	SULT1E1	P49888
3-oxo-5-beta-steroid 4-dehydrogenase	AKR1D1	P51857
3-oxo-5-alpha-steroid 4-dehydrogenase 2	SRD5A2	P31213
3-oxo-5-alpha-steroid 4-dehydrogenase 1	SRD5A1	P18405
Testosterone 17-beta-dehydrogenase 3	HSD17B3	P37058
Androgen receptor	AR	P10275
Natriuretic peptides B	NPPB	P16860
Polyprenol reductase	SRD5A3	Q9H8P0