[17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-14-hydroxy-10-methyl-1-oxo-7,8,9,11,12,15,16,17-octahydro-4H-cyclopenta[a]phenanthren-13-yl]methyl acetate

Details

• Internal ID: f1660be2-9cf9-41e3-b9d1-23a95f717fb3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: [17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-14-hydroxy-10-methyl-1-oxo-7,8,9,11,12,15,16,17-octahydro-4H-cyclopenta[a]phenanthren-13-yl]methyl acetate
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)(C2CCC3(C2(CCC4C3CC=C5C4(C(=O)C=CC5)C)COC(=O)C)O)O)C
• SMILES (Isomeric): CC1=C(C(=O)OC(C1)C(C)(C2CCC3(C2(CCC4C3CC=C5C4(C(=O)C=CC5)C)COC(=O)C)O)O)C
• InChI: InChI=1S/C30H40O7/c1-17-15-25(37-26(33)18(17)2)28(5,34)23-12-14-30(35)22-10-9-20-7-6-8-24(32)27(20,4)21(22)11-13-29(23,30)16-36-19(3)31/h6,8-9,21-23,25,34-35H,7,10-16H2,1-5H3
• InChI Key: UMODUFSAJMSFTP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₇
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.27740361 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.97
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	-	0.6707	67.07%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8635	86.35%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8629	86.29%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5986	59.86%
BSEP inhibitior	+	0.9775	97.75%
P-glycoprotein inhibitior	+	0.7729	77.29%
P-glycoprotein substrate	+	0.5812	58.12%
CYP3A4 substrate	+	0.7395	73.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9197	91.97%
CYP3A4 inhibition	-	0.7529	75.29%
CYP2C9 inhibition	-	0.9009	90.09%
CYP2C19 inhibition	-	0.9394	93.94%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.7950	79.50%
CYP2C8 inhibition	+	0.6413	64.13%
CYP inhibitory promiscuity	-	0.9149	91.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6385	63.85%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9434	94.34%
Skin irritation	+	0.6997	69.97%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7483	74.83%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.9391	93.91%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6528	65.28%
Acute Oral Toxicity (c)	IV	0.3374	33.74%
Estrogen receptor binding	+	0.8610	86.10%
Androgen receptor binding	+	0.7505	75.05%
Thyroid receptor binding	+	0.6435	64.35%
Glucocorticoid receptor binding	+	0.8670	86.70%
Aromatase binding	+	0.7712	77.12%
PPAR gamma	+	0.6636	66.36%
Honey bee toxicity	-	0.7932	79.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9829	98.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.28%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.89%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.56%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.87%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.48%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.71%	95.56%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	87.51%	91.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.65%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.59%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.92%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.62%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.78%	82.69%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.64%	95.71%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.80%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.57%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.52%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.26%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.02%	95.89%

Plants that contains it

• Physalis coztomatl

Cross-Links

• PubChem: 73123622
• LOTUS: LTS0187336
• wikiData: Q105275635