3-Hydroxy-17-[1-(3-hydroxy-5-methylpyridin-2-yl)ethyl]-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

Details

• Internal ID: 29f61805-176f-486f-b731-ff78aa9570ce
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: 3-hydroxy-17-[1-(3-hydroxy-5-methylpyridin-2-yl)ethyl]-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC1=CC(=C(N=C1)C(C)C2CCC3C2(CCC4C3CC(=O)C5C4(CCC(C5)O)C)C)O
• SMILES (Isomeric): CC1=CC(=C(N=C1)C(C)C2CCC3C2(CCC4C3CC(=O)C5C4(CCC(C5)O)C)C)O
• InChI: InChI=1S/C27H39NO3/c1-15-11-24(31)25(28-14-15)16(2)19-5-6-20-18-13-23(30)22-12-17(29)7-9-27(22,4)21(18)8-10-26(19,20)3/h11,14,16-22,29,31H,5-10,12-13H2,1-4H3
• InChI Key: NMHCTUTYNGBHMC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₉NO₃
• Molecular Weight: 425.60 g/mol
• Exact Mass: 425.29299411 g/mol
• Topological Polar Surface Area (TPSA): 70.40 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.40
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5530	55.30%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7915	79.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8313	83.13%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9349	93.49%
P-glycoprotein inhibitior	-	0.4680	46.80%
P-glycoprotein substrate	-	0.5417	54.17%
CYP3A4 substrate	+	0.7190	71.90%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.7188	71.88%
CYP3A4 inhibition	-	0.7294	72.94%
CYP2C9 inhibition	-	0.9206	92.06%
CYP2C19 inhibition	-	0.8246	82.46%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	+	0.5381	53.81%
CYP2C8 inhibition	-	0.6261	62.61%
CYP inhibitory promiscuity	-	0.8429	84.29%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6336	63.36%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9771	97.71%
Skin irritation	-	0.6966	69.66%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6773	67.73%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5064	50.64%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8944	89.44%
Acute Oral Toxicity (c)	III	0.5605	56.05%
Estrogen receptor binding	+	0.8548	85.48%
Androgen receptor binding	+	0.7876	78.76%
Thyroid receptor binding	+	0.6809	68.09%
Glucocorticoid receptor binding	+	0.8092	80.92%
Aromatase binding	+	0.7689	76.89%
PPAR gamma	+	0.5624	56.24%
Honey bee toxicity	-	0.7794	77.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8218	82.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.13%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	96.41%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.37%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.09%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.10%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.04%	99.15%
CHEMBL2243	O00519	Anandamide amidohydrolase	88.93%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.86%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.02%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.38%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.04%	99.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.99%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.55%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.11%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.76%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.57%	85.11%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.56%	92.88%
CHEMBL4208	P20618	Proteasome component C5	84.55%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.92%	92.68%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.59%	97.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.28%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.86%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.82%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.69%	91.07%
CHEMBL204	P00734	Thrombin	82.42%	96.01%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.31%	93.40%
CHEMBL290	Q13370	Phosphodiesterase 3B	81.15%	94.00%

Plants that contains it

• Fritillaria imperialis
• Fritillaria raddeana

Cross-Links

• PubChem: 162966835
• LOTUS: LTS0115419
• wikiData: Q104396128