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

Details

• Internal ID: d8dd917a-99c3-40a3-b9b7-ff4974bc0350
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: [(1S,7R,8S,9S,10R,13R,14S,17R)-7-hydroxy-10,13-dimethyl-3-oxo-17-[(1S)-1-[(1S,3R,5R)-5,6,6-trimethyl-1-pyridin-3-yl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-1-yl] acetate
• SMILES (Canonical): CC(C1CCC2C1(CCC3C2C(CC4=CC(=O)CC(C34C)OC(=O)C)O)C)C5CC6(C(OC(O5)(O6)C7=CN=CC=C7)(C)C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](CC4=CC(=O)C[C@@H]([C@]34C)OC(=O)C)O)C)[C@H]5C[C@@]6(C(O[C@](O5)(O6)C7=CN=CC=C7)(C)C)C
• InChI: InChI=1S/C36H49NO7/c1-20(29-18-34(6)32(3,4)43-36(42-29,44-34)22-9-8-14-37-19-22)25-10-11-26-31-27(12-13-33(25,26)5)35(7)23(16-28(31)40)15-24(39)17-30(35)41-21(2)38/h8-9,14-15,19-20,25-31,40H,10-13,16-18H2,1-7H3/t20-,25+,26-,27-,28+,29+,30-,31-,33+,34+,35-,36-/m0/s1
• InChI Key: UIYKJWQTWIRMPB-PSCMTAGVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₉NO₇
• Molecular Weight: 607.80 g/mol
• Exact Mass: 607.35090290 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.86
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	-	0.8113	81.13%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7670	76.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8145	81.45%
OATP1B3 inhibitior	+	0.8152	81.52%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8990	89.90%
P-glycoprotein inhibitior	+	0.7928	79.28%
P-glycoprotein substrate	+	0.6756	67.56%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	0.7917	79.17%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	+	0.7161	71.61%
CYP2C9 inhibition	-	0.7752	77.52%
CYP2C19 inhibition	-	0.7586	75.86%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.5559	55.59%
CYP2C8 inhibition	+	0.7771	77.71%
CYP inhibitory promiscuity	-	0.6670	66.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4422	44.22%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9324	93.24%
Skin irritation	-	0.6895	68.95%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7429	74.29%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5056	50.56%
skin sensitisation	-	0.8351	83.51%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6044	60.44%
Acute Oral Toxicity (c)	III	0.4229	42.29%
Estrogen receptor binding	+	0.7908	79.08%
Androgen receptor binding	+	0.7863	78.63%
Thyroid receptor binding	+	0.5899	58.99%
Glucocorticoid receptor binding	+	0.7771	77.71%
Aromatase binding	+	0.7674	76.74%
PPAR gamma	+	0.6996	69.96%
Honey bee toxicity	-	0.7148	71.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9870	98.70%

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	98.81%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.00%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	97.58%	91.49%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	97.24%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.77%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.25%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.97%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.84%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.24%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.19%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.12%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	88.76%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.83%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.54%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.51%	82.69%
CHEMBL255	P29275	Adenosine A2b receptor	84.69%	98.59%
CHEMBL226	P30542	Adenosine A1 receptor	84.22%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.09%	91.07%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.92%	85.31%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.90%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.68%	94.23%
CHEMBL2535	P11166	Glucose transporter	80.77%	98.75%
CHEMBL1902	P62942	FK506-binding protein 1A	80.57%	97.05%
CHEMBL202	P00374	Dihydrofolate reductase	80.45%	89.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.24%	97.09%

Plants that contains it

• Petunia integrifolia

Cross-Links

• PubChem: 102147747
• LOTUS: LTS0248947
• wikiData: Q105273732