15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-15-hydroxy-2-(hydroxymethyl)-16-methyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one

Details

• Internal ID: 431f3c52-f412-4783-860b-81adf5b0fdec
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: 15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-15-hydroxy-2-(hydroxymethyl)-16-methyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)C2(CCC3C2(CCC4C3CC5C6(C4(C(=O)CCC6)CO)O5)C)O)C
• SMILES (Isomeric): CC1=C(C(=O)OC(C1)C(C)C2(CCC3C2(CCC4C3CC5C6(C4(C(=O)CCC6)CO)O5)C)O)C
• InChI: InChI=1S/C28H40O6/c1-15-12-21(33-24(31)16(15)2)17(3)27(32)11-8-19-18-13-23-28(34-23)9-5-6-22(30)26(28,14-29)20(18)7-10-25(19,27)4/h17-21,23,29,32H,5-14H2,1-4H3
• InChI Key: XDTKHPAZGJTPJH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₆
• Molecular Weight: 472.60 g/mol
• Exact Mass: 472.28248899 g/mol
• Topological Polar Surface Area (TPSA): 96.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9534	95.34%
Caco-2	-	0.6262	62.62%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7511	75.11%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.8373	83.73%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5796	57.96%
BSEP inhibitior	+	0.9103	91.03%
P-glycoprotein inhibitior	-	0.4587	45.87%
P-glycoprotein substrate	+	0.5199	51.99%
CYP3A4 substrate	+	0.7039	70.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9001	90.01%
CYP3A4 inhibition	-	0.6463	64.63%
CYP2C9 inhibition	-	0.8313	83.13%
CYP2C19 inhibition	-	0.9300	93.00%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.8290	82.90%
CYP2C8 inhibition	+	0.5483	54.83%
CYP inhibitory promiscuity	-	0.9505	95.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5946	59.46%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9535	95.35%
Skin irritation	+	0.5187	51.87%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.6632	66.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.4758	47.58%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5430	54.30%
skin sensitisation	-	0.8795	87.95%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5100	51.00%
Acute Oral Toxicity (c)	I	0.5519	55.19%
Estrogen receptor binding	+	0.8258	82.58%
Androgen receptor binding	+	0.7845	78.45%
Thyroid receptor binding	+	0.5322	53.22%
Glucocorticoid receptor binding	+	0.7901	79.01%
Aromatase binding	+	0.7582	75.82%
PPAR gamma	+	0.6679	66.79%
Honey bee toxicity	-	0.7730	77.30%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9687	96.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1914	P06276	Butyrylcholinesterase	95.21%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.76%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.15%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.50%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	91.35%	92.98%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.20%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.37%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.10%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.03%	82.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.28%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.01%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.72%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	87.26%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	85.54%	97.79%
CHEMBL2581	P07339	Cathepsin D	85.10%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.94%	93.04%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.13%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.34%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.40%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.16%	94.00%

Plants that contains it

• Jaborosa leucotricha

Cross-Links

• PubChem: 75072257
• LOTUS: LTS0168559
• wikiData: Q105326069