Methyl 2-acetyloxy-9-hydroxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-1-carboxylate

Details

• Internal ID: 8cf64e22-cd02-4433-8ab7-4ea7799ec122
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: methyl 2-acetyloxy-9-hydroxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-10-oxo-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-1-carboxylate
• SMILES (Canonical): CC1C2C(CCC1=CC(=O)N(C)CCO)C3(CCC(C(C3C(=O)C2O)(C)C(=O)OC)OC(=O)C)C
• SMILES (Isomeric): CC1C2C(CCC1=CC(=O)N(C)CCO)C3(CCC(C(C3C(=O)C2O)(C)C(=O)OC)OC(=O)C)C
• InChI: InChI=1S/C26H39NO8/c1-14-16(13-19(30)27(5)11-12-28)7-8-17-20(14)21(31)22(32)23-25(17,3)10-9-18(35-15(2)29)26(23,4)24(33)34-6/h13-14,17-18,20-21,23,28,31H,7-12H2,1-6H3
• InChI Key: SJOUJTWBOFHFPJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₉NO₈
• Molecular Weight: 493.60 g/mol
• Exact Mass: 493.26756720 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8510	85.10%
Caco-2	-	0.6621	66.21%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8170	81.70%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9422	94.22%
P-glycoprotein inhibitior	+	0.7107	71.07%
P-glycoprotein substrate	-	0.5192	51.92%
CYP3A4 substrate	+	0.7293	72.93%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8948	89.48%
CYP3A4 inhibition	-	0.6298	62.98%
CYP2C9 inhibition	-	0.8593	85.93%
CYP2C19 inhibition	-	0.8766	87.66%
CYP2D6 inhibition	-	0.8606	86.06%
CYP1A2 inhibition	-	0.8934	89.34%
CYP2C8 inhibition	-	0.6562	65.62%
CYP inhibitory promiscuity	-	0.9022	90.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4657	46.57%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9311	93.11%
Skin irritation	-	0.7208	72.08%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6739	67.39%
skin sensitisation	-	0.8525	85.25%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7860	78.60%
Acute Oral Toxicity (c)	III	0.6691	66.91%
Estrogen receptor binding	+	0.8081	80.81%
Androgen receptor binding	+	0.7327	73.27%
Thyroid receptor binding	+	0.5233	52.33%
Glucocorticoid receptor binding	+	0.8197	81.97%
Aromatase binding	+	0.6900	69.00%
PPAR gamma	+	0.5220	52.20%
Honey bee toxicity	-	0.6963	69.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8034	80.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.94%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.75%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	92.40%	91.19%
CHEMBL237	P41145	Kappa opioid receptor	92.40%	98.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.12%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.99%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.58%	90.08%
CHEMBL4072	P07858	Cathepsin B	86.62%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.04%	95.89%
CHEMBL5028	O14672	ADAM10	85.06%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.17%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.14%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.54%	86.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.43%	97.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.84%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.70%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.59%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.38%	91.07%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.06%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.98%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.92%	91.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.78%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.36%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.00%	95.50%

Plants that contains it

• Erythrophleum fordii

Cross-Links

• PubChem: 75291276
• LOTUS: LTS0192948
• wikiData: Q105254462