methyl (1R,2S,4aR,4bS,7E,8R,8aS,10R,10aR)-2,10-dihydroxy-7-[2-(2-hydroxyethylamino)-2-oxoethylidene]-1,4a,8-trimethyl-9-oxo-2,3,4,4b,5,6,8,8a,10,10a-decahydrophenanthrene-1-carboxylate

Details

• Internal ID: 8056288e-96a4-4e10-af7f-e09d38a924e4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 7-hydroxysteroids > 7-beta-hydroxysteroids
• IUPAC Name: methyl (1R,2S,4aR,4bS,7E,8R,8aS,10R,10aR)-2,10-dihydroxy-7-[2-(2-hydroxyethylamino)-2-oxoethylidene]-1,4a,8-trimethyl-9-oxo-2,3,4,4b,5,6,8,8a,10,10a-decahydrophenanthrene-1-carboxylate
• SMILES (Canonical): CC1C2C(CCC1=CC(=O)NCCO)C3(CCC(C(C3C(C2=O)O)(C)C(=O)OC)O)C
• SMILES (Isomeric): C[C@@H]\1[C@H]2[C@H](CC/C1=C\C(=O)NCCO)[C@]3(CC[C@@H]([C@]([C@@H]3[C@H](C2=O)O)(C)C(=O)OC)O)C
• InChI: InChI=1S/C23H35NO7/c1-12-13(11-16(27)24-9-10-25)5-6-14-17(12)18(28)19(29)20-22(14,2)8-7-15(26)23(20,3)21(30)31-4/h11-12,14-15,17,19-20,25-26,29H,5-10H2,1-4H3,(H,24,27)/b13-11+/t12-,14-,15-,17-,19-,20+,22+,23-/m0/s1
• InChI Key: AGJACTCJJUIBDI-KPSKAHHLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅NO₇
• Molecular Weight: 437.50 g/mol
• Exact Mass: 437.24135246 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8841	88.41%
Caco-2	-	0.6341	63.41%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7537	75.37%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.9162	91.62%
MATE1 inhibitior	-	0.7900	79.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4688	46.88%
P-glycoprotein inhibitior	-	0.6541	65.41%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7107	71.07%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8950	89.50%
CYP3A4 inhibition	-	0.7659	76.59%
CYP2C9 inhibition	-	0.8609	86.09%
CYP2C19 inhibition	-	0.8432	84.32%
CYP2D6 inhibition	-	0.8736	87.36%
CYP1A2 inhibition	-	0.8631	86.31%
CYP2C8 inhibition	-	0.7206	72.06%
CYP inhibitory promiscuity	-	0.8882	88.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5852	58.52%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9657	96.57%
Skin irritation	-	0.7191	71.91%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3753	37.53%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6919	69.19%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8961	89.61%
Acute Oral Toxicity (c)	III	0.6454	64.54%
Estrogen receptor binding	+	0.7499	74.99%
Androgen receptor binding	+	0.7375	73.75%
Thyroid receptor binding	+	0.5827	58.27%
Glucocorticoid receptor binding	+	0.8286	82.86%
Aromatase binding	+	0.7411	74.11%
PPAR gamma	-	0.5797	57.97%
Honey bee toxicity	-	0.7120	71.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8831	88.31%

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	97.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.83%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	93.34%	95.93%
CHEMBL2581	P07339	Cathepsin D	92.47%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.52%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.48%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	87.23%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	86.61%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.85%	95.56%
CHEMBL5028	O14672	ADAM10	83.72%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.72%	100.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.25%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.94%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.81%	97.09%
CHEMBL1871	P10275	Androgen Receptor	80.88%	96.43%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.42%	91.03%
CHEMBL233	P35372	Mu opioid receptor	80.23%	97.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.15%	95.89%

Plants that contains it

• Erythrophleum fordii

Cross-Links

• PubChem: 49780442
• LOTUS: LTS0249080
• wikiData: Q104911798