[(7R,8S,9S,10R,11R,12R,13R,14S,17R)-12-acetyloxy-17-[(1S)-1-[(1S,3R,5R)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl] acetate

Details

• Internal ID: 16923851-ab0d-4452-af1d-7b9d8973b5b2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: [(7R,8S,9S,10R,11R,12R,13R,14S,17R)-12-acetyloxy-17-[(1S)-1-[(1S,3R,5R)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl] acetate
• SMILES (Canonical): CCC12OC(CC(O1)(C(O2)(C)C)C)C(C)C3CCC4C3(C(C(C5C4C(CC6=CC(=O)C=CC56C)OC(=O)C)O)OC(=O)C)C
• SMILES (Isomeric): CC[C@@]12O[C@H](C[C@@](O1)(C(O2)(C)C)C)[C@@H](C)[C@H]3CC[C@@H]4[C@@]3([C@H]([C@@H]([C@H]5[C@H]4[C@@H](CC6=CC(=O)C=C[C@]56C)OC(=O)C)O)OC(=O)C)C
• InChI: InChI=1S/C35H50O9/c1-10-35-42-26(17-33(8,44-35)31(5,6)43-35)18(2)23-11-12-24-27-25(40-19(3)36)16-21-15-22(38)13-14-32(21,7)28(27)29(39)30(34(23,24)9)41-20(4)37/h13-15,18,23-30,39H,10-12,16-17H2,1-9H3/t18-,23+,24-,25+,26+,27+,28+,29+,30-,32-,33+,34+,35-/m0/s1
• InChI Key: HRENIFXKDLEZQP-YAVJBICVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀O₉
• Molecular Weight: 614.80 g/mol
• Exact Mass: 614.34548317 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.04
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	-	0.8139	81.39%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7491	74.91%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8064	80.64%
OATP1B3 inhibitior	-	0.3143	31.43%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9476	94.76%
P-glycoprotein inhibitior	+	0.7909	79.09%
P-glycoprotein substrate	+	0.6852	68.52%
CYP3A4 substrate	+	0.7245	72.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9006	90.06%
CYP3A4 inhibition	-	0.5632	56.32%
CYP2C9 inhibition	-	0.7397	73.97%
CYP2C19 inhibition	-	0.8135	81.35%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	-	0.7587	75.87%
CYP2C8 inhibition	+	0.7423	74.23%
CYP inhibitory promiscuity	-	0.8102	81.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4955	49.55%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.5757	57.57%
Skin corrosion	-	0.8923	89.23%
Ames mutagenesis	+	0.5503	55.03%
Human Ether-a-go-go-Related Gene inhibition	-	0.3765	37.65%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6467	64.67%
skin sensitisation	-	0.8057	80.57%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5600	56.00%
Acute Oral Toxicity (c)	III	0.5381	53.81%
Estrogen receptor binding	+	0.7531	75.31%
Androgen receptor binding	+	0.7653	76.53%
Thyroid receptor binding	+	0.5404	54.04%
Glucocorticoid receptor binding	+	0.7833	78.33%
Aromatase binding	+	0.7538	75.38%
PPAR gamma	+	0.7411	74.11%
Honey bee toxicity	-	0.7305	73.05%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9888	98.88%

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	99.02%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.32%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.03%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	95.76%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.38%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.52%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.90%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.31%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.12%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.33%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.98%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.69%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.80%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	87.30%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.58%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	86.45%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.67%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.37%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.92%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.01%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.63%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.03%	96.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.54%	82.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.00%	94.00%

Plants that contains it

• Petunia integrifolia

Cross-Links

• PubChem: 162923503
• LOTUS: LTS0028561
• wikiData: Q105032627