[(3S,8S,9S,10R,11S,12S,13S,14R,17S)-17-acetyl-11-acetyloxy-3,8,14-trihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] 3-methylbutanoate

Details

• Internal ID: 4fa3d385-c90d-4435-b490-4941fe48ac12
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: [(3S,8S,9S,10R,11S,12S,13S,14R,17S)-17-acetyl-11-acetyloxy-3,8,14-trihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C(C2C3(CCC(CC3=CCC2(C4(C1(C(CC4)C(=O)C)C)O)O)O)C)OC(=O)C
• SMILES (Isomeric): CC(C)CC(=O)O[C@@H]1[C@H]([C@@H]2[C@]3(CC[C@@H](CC3=CC[C@]2([C@@]4([C@]1([C@H](CC4)C(=O)C)C)O)O)O)C)OC(=O)C
• InChI: InChI=1S/C28H42O8/c1-15(2)13-21(32)36-24-22(35-17(4)30)23-25(5)10-8-19(31)14-18(25)7-11-27(23,33)28(34)12-9-20(16(3)29)26(24,28)6/h7,15,19-20,22-24,31,33-34H,8-14H2,1-6H3/t19-,20+,22-,23+,24+,25-,26-,27-,28+/m0/s1
• InChI Key: GYGGEJKTTLYSIO-GVTQJXLASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₈
• Molecular Weight: 506.60 g/mol
• Exact Mass: 506.28796829 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	-	0.6158	61.58%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8694	86.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8701	87.01%
OATP1B3 inhibitior	-	0.3320	33.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7282	72.82%
BSEP inhibitior	+	0.9234	92.34%
P-glycoprotein inhibitior	-	0.4579	45.79%
P-glycoprotein substrate	+	0.6477	64.77%
CYP3A4 substrate	+	0.6832	68.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.7555	75.55%
CYP2C9 inhibition	-	0.7719	77.19%
CYP2C19 inhibition	-	0.7786	77.86%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8290	82.90%
CYP2C8 inhibition	-	0.5635	56.35%
CYP inhibitory promiscuity	-	0.9332	93.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6710	67.10%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9231	92.31%
Skin irritation	+	0.6690	66.90%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5203	52.03%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.8268	82.68%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6575	65.75%
Acute Oral Toxicity (c)	I	0.4927	49.27%
Estrogen receptor binding	+	0.7073	70.73%
Androgen receptor binding	+	0.7280	72.80%
Thyroid receptor binding	-	0.5232	52.32%
Glucocorticoid receptor binding	+	0.7433	74.33%
Aromatase binding	+	0.6538	65.38%
PPAR gamma	+	0.5579	55.79%
Honey bee toxicity	-	0.7438	74.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6505	65.05%
Fish aquatic toxicity	+	0.9973	99.73%

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	99.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.55%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.21%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	94.42%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	92.71%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.65%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.78%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.98%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.41%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.68%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.05%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.22%	82.69%
CHEMBL5255	O00206	Toll-like receptor 4	83.19%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.89%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.53%	82.50%
CHEMBL5028	O14672	ADAM10	82.17%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.56%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.79%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.76%	90.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.52%	96.47%

Plants that contains it

• Hoya carnosa

Cross-Links

• PubChem: 10673174
• LOTUS: LTS0131591
• wikiData: Q105023703