Testosterone glucuronide

Details

• Internal ID: 758235a5-817e-421a-a909-df8387e465e8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• InChI: InChI=1S/C25H36O8/c1-24-9-7-13(26)11-12(24)3-4-14-15-5-6-17(25(15,2)10-8-16(14)24)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h11,14-21,23,27-29H,3-10H2,1-2H3,(H,30,31)/t14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1
• InChI Key: NIKZPECGCSUSBV-HMAFJQTKSA-N
• Popularity: 88 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₈
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.24101810 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 1180-25-2
• Epitestosterone glucuronide
• Testosterone glucuronate
• Testosterone 17-glucosiduronate
• testosterone 17-glucosiduronic acid
• testosterone glucuronoside
• 17beta-Hydroxy-4-androsten-3-one 17-D-glucuronide
• CHEMBL2074651
• CHEBI:28835
• (2S,3S,4S,5R,6R)-6-[[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• Testosterone 17beta-(beta-D-glucuronide)
• 16996-33-1
• 17beta-hydroxyandrost-4-en-3-one 3-D-glucuronide
• Testosterone 17b-(b-D-glucuronide)
• Testosterone b-D-glucuronide
• NSC 92192
• testosterone-glucuronide
• Testosterone glucosiduronide
• Testosterone 17-glucuronide
• Testosterone glucopyranuronoside
• SCHEMBL1331091
• DTXSID00904352
• BDBM50420248
• LMST05010012
• AKOS022180222
• b-D-Androstane glucopyranosiduronic acid
• W-200911
• Q27103923
• b-D-3-oxoandrost-4-en-17b-yl Glucopyranosiduronic acid
• (17b)-3-oxoandrost-4-en-17-yl b-D-Glucopyranosiduronic acid
• 3-oxoandrost-4-en-17beta-yl beta-D-glucopyranosiduronic acid
• beta-D-Glucopyranosiduronic acid, (17beta)-3-oxoandrost-4-en-17-yl
• .beta.-D-Glucopyranosiduronic acid, (17.beta.)-3-oxoandrost-4-en-17-yl
• (2S,3S,4S,5R,6R)-6-{[(1S,3aS,3bR,9aR,9bS,11aS)-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• 6-[[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9104	91.04%
Caco-2	-	0.8388	83.88%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7511	75.11%
OATP2B1 inhibitior	-	0.7273	72.73%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6341	63.41%
BSEP inhibitior	-	0.7223	72.23%
P-glycoprotein inhibitior	-	0.6036	60.36%
P-glycoprotein substrate	-	0.9388	93.88%
CYP3A4 substrate	+	0.7571	75.71%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.8342	83.42%
CYP2C9 inhibition	-	0.9156	91.56%
CYP2C19 inhibition	-	0.9482	94.82%
CYP2D6 inhibition	-	0.9333	93.33%
CYP1A2 inhibition	-	0.6660	66.60%
CYP2C8 inhibition	-	0.6279	62.79%
CYP inhibitory promiscuity	-	0.9359	93.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6187	61.87%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9687	96.87%
Skin irritation	+	0.5385	53.85%
Skin corrosion	-	0.9028	90.28%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5174	51.74%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5893	58.93%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8904	89.04%
Acute Oral Toxicity (c)	IV	0.4771	47.71%
Estrogen receptor binding	+	0.8126	81.26%
Androgen receptor binding	+	0.8151	81.51%
Thyroid receptor binding	+	0.5535	55.35%
Glucocorticoid receptor binding	+	0.7507	75.07%
Aromatase binding	+	0.7278	72.78%
PPAR gamma	+	0.5293	52.93%
Honey bee toxicity	-	0.7848	78.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9853	98.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.00%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.67%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.94%	95.56%
CHEMBL1871	P10275	Androgen Receptor	91.57%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.13%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	88.96%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.25%	89.00%
CHEMBL1940	Q13936	Voltage-gated L-type calcium channel alpha-1C subunit	85.62%	86.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.93%	94.78%
CHEMBL5255	O00206	Toll-like receptor 4	84.03%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.94%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.22%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.88%	99.23%
CHEMBL5028	O14672	ADAM10	81.61%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.52%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.30%	91.19%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.39%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 108192
• LOTUS: LTS0113376
• wikiData: Q27103923