1-[(3S,10R,13R,14S,15S,16S)-3,14,15,16-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone

Details

• Internal ID: 76368fb0-adc8-42ef-aa9e-24bd99081814
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: 1-[(3S,10R,13R,14S,15S,16S)-3,14,15,16-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone
• InChI: InChI=1S/C21H32O5/c1-11(22)16-17(24)18(25)21(26)15-5-4-12-10-13(23)6-8-19(12,2)14(15)7-9-20(16,21)3/h4,13-18,23-26H,5-10H2,1-3H3/t13-,14?,15?,16?,17-,18-,19-,20+,21+/m0/s1
• InChI Key: TYFLJOSYFLFOMY-PLYMQCKYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₅
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.22497412 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	-	0.5491	54.91%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7180	71.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.9089	90.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	+	0.6611	66.11%
P-glycoprotein inhibitior	-	0.8763	87.63%
P-glycoprotein substrate	-	0.6719	67.19%
CYP3A4 substrate	+	0.6886	68.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8133	81.33%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	-	0.8620	86.20%
CYP2C19 inhibition	-	0.7983	79.83%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.8484	84.84%
CYP2C8 inhibition	+	0.5241	52.41%
CYP inhibitory promiscuity	-	0.9445	94.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5726	57.26%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9828	98.28%
Skin irritation	+	0.6685	66.85%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6081	60.81%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.8012	80.12%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6539	65.39%
Acute Oral Toxicity (c)	I	0.3294	32.94%
Estrogen receptor binding	+	0.8075	80.75%
Androgen receptor binding	+	0.7353	73.53%
Thyroid receptor binding	+	0.7055	70.55%
Glucocorticoid receptor binding	+	0.7992	79.92%
Aromatase binding	+	0.7172	71.72%
PPAR gamma	-	0.7599	75.99%
Honey bee toxicity	-	0.7973	79.73%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	98.34%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.01%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.31%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.66%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.02%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.81%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.10%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.72%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.45%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.43%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 22297479
• LOTUS: LTS0212560
• wikiData: Q105267288