[(1S,3R,8S,9S,10R,13S,14S,17R)-3-hydroxy-17-[(1R,4S,5R,7S)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate

Details

• Internal ID: 99a1cecc-5b1f-4dd2-bee9-dc68b354a56a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids > Androgens and derivatives
• IUPAC Name: [(1S,3R,8S,9S,10R,13S,14S,17R)-3-hydroxy-17-[(1R,4S,5R,7S)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate
• InChI: InChI=1S/C30H44O6/c1-16(31)35-25-13-18(32)12-17-6-7-19-21-8-9-22(28(21,3)11-10-23(19)29(17,25)4)20-14-27(2)15-24(20)36-26(33)30(27,5)34/h6,18-25,32,34H,7-15H2,1-5H3/t18-,19+,20+,21+,22-,23+,24-,25+,27-,28+,29+,30-/m1/s1
• InChI Key: OAPQFNQRPKMUIF-DVOMCGFZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₆
• Molecular Weight: 500.70 g/mol
• Exact Mass: 500.31378912 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	-	0.6924	69.24%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7706	77.06%
OATP2B1 inhibitior	-	0.7138	71.38%
OATP1B1 inhibitior	+	0.8922	89.22%
OATP1B3 inhibitior	+	0.8978	89.78%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6618	66.18%
P-glycoprotein inhibitior	+	0.6404	64.04%
P-glycoprotein substrate	-	0.5165	51.65%
CYP3A4 substrate	+	0.7739	77.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7536	75.36%
CYP2C9 inhibition	-	0.8386	83.86%
CYP2C19 inhibition	-	0.9098	90.98%
CYP2D6 inhibition	-	0.9605	96.05%
CYP1A2 inhibition	-	0.8089	80.89%
CYP2C8 inhibition	+	0.5402	54.02%
CYP inhibitory promiscuity	-	0.9557	95.57%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5977	59.77%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9535	95.35%
Skin irritation	+	0.5388	53.88%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7193	71.93%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8632	86.32%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6477	64.77%
Acute Oral Toxicity (c)	I	0.4936	49.36%
Estrogen receptor binding	+	0.7559	75.59%
Androgen receptor binding	+	0.7486	74.86%
Thyroid receptor binding	-	0.5211	52.11%
Glucocorticoid receptor binding	+	0.7828	78.28%
Aromatase binding	+	0.7639	76.39%
PPAR gamma	+	0.5269	52.69%
Honey bee toxicity	-	0.6893	68.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9874	98.74%

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	98.01%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.99%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.22%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.61%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.96%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.55%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.40%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.75%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.29%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.85%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.37%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	83.03%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	82.33%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.86%	97.25%
CHEMBL1871	P10275	Androgen Receptor	81.69%	96.43%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.15%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	80.94%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.69%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.44%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.33%	94.00%

Plants that contains it

• Tubocapsicum anomalum

Cross-Links

• PubChem: 102145771
• LOTUS: LTS0240490
• wikiData: Q105188764