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

Details

• Internal ID: 64f853c8-fd14-47e1-aaee-1035993f2915
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(3S,5R,8R,9R,10R,13R,14S,17R)-17-[(1R)-1-(3-hydroxy-5-methylpyridin-2-yl)ethyl]-10,13-dimethyl-6-oxo-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC1=CC(=C(N=C1)C(C)C2CCC3C2(CCC4C3CC(=O)C5C4(CCC(C5)OC(=O)C)C)C)O
• SMILES (Isomeric): CC1=CC(=C(N=C1)[C@H](C)[C@H]2CC[C@@H]3[C@]2(CC[C@@H]4[C@@H]3CC(=O)[C@H]5[C@@]4(CC[C@@H](C5)OC(=O)C)C)C)O
• InChI: InChI=1S/C29H41NO4/c1-16-12-26(33)27(30-15-16)17(2)21-6-7-22-20-14-25(32)24-13-19(34-18(3)31)8-10-29(24,5)23(20)9-11-28(21,22)4/h12,15,17,19-24,33H,6-11,13-14H2,1-5H3/t17-,19+,20-,21-,22+,23-,24+,28+,29-/m1/s1
• InChI Key: GANKTJHOGMIBAJ-MBFWLXSQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₁NO₄
• Molecular Weight: 467.60 g/mol
• Exact Mass: 467.30355879 g/mol
• Topological Polar Surface Area (TPSA): 76.50 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	-	0.6463	64.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7975	79.75%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8621	86.21%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9889	98.89%
P-glycoprotein inhibitior	+	0.7289	72.89%
P-glycoprotein substrate	-	0.6165	61.65%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.8199	81.99%
CYP3A4 inhibition	-	0.7386	73.86%
CYP2C9 inhibition	-	0.8616	86.16%
CYP2C19 inhibition	-	0.8402	84.02%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	-	0.6072	60.72%
CYP2C8 inhibition	+	0.5251	52.51%
CYP inhibitory promiscuity	-	0.8407	84.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9605	96.05%
Skin irritation	-	0.6932	69.32%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7683	76.83%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.9047	90.47%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8670	86.70%
Acute Oral Toxicity (c)	III	0.6118	61.18%
Estrogen receptor binding	+	0.8461	84.61%
Androgen receptor binding	+	0.7234	72.34%
Thyroid receptor binding	+	0.5694	56.94%
Glucocorticoid receptor binding	+	0.7893	78.93%
Aromatase binding	+	0.7520	75.20%
PPAR gamma	+	0.6174	61.74%
Honey bee toxicity	-	0.7335	73.35%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9534	95.34%

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	98.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.50%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	94.84%	94.75%
CHEMBL2243	O00519	Anandamide amidohydrolase	94.15%	97.53%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.82%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.16%	99.15%
CHEMBL2581	P07339	Cathepsin D	91.75%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.52%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.84%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.68%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.56%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.27%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.72%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.03%	92.68%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.77%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.40%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.89%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.34%	89.67%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.01%	91.03%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.88%	99.18%
CHEMBL2535	P11166	Glucose transporter	83.85%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.65%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.48%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.10%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.87%	95.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.61%	90.08%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.97%	94.97%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.83%	95.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.42%	99.17%

Plants that contains it

• Veratrum lobelianum

Cross-Links

• PubChem: 162879531
• LOTUS: LTS0118214
• wikiData: Q105005503