16-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2,17-dimethyl-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadec-4-en-3-one

Details

• Internal ID: 3657cb57-d593-4601-a99b-f5ee124e4776
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: 16-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2,17-dimethyl-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadec-4-en-3-one
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)C23C(O2)CC4C3(CCC5C4CC6C7(C5(C(=O)C=CC7O)C)O6)C)C
• SMILES (Isomeric): CC1=C(C(=O)OC(C1)C(C)C23C(O2)CC4C3(CCC5C4CC6C7(C5(C(=O)C=CC7O)C)O6)C)C
• InChI: InChI=1S/C28H36O6/c1-13-10-19(32-24(31)14(13)2)15(3)27-23(33-27)12-18-16-11-22-28(34-22)21(30)7-6-20(29)26(28,5)17(16)8-9-25(18,27)4/h6-7,15-19,21-23,30H,8-12H2,1-5H3
• InChI Key: RQGXOMVMGPVOQK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₆
• Molecular Weight: 468.60 g/mol
• Exact Mass: 468.25118886 g/mol
• Topological Polar Surface Area (TPSA): 88.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9491	94.91%
Caco-2	-	0.6701	67.01%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7246	72.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8072	80.72%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.8689	86.89%
P-glycoprotein inhibitior	+	0.6546	65.46%
P-glycoprotein substrate	+	0.5735	57.35%
CYP3A4 substrate	+	0.7097	70.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8911	89.11%
CYP3A4 inhibition	-	0.8703	87.03%
CYP2C9 inhibition	-	0.9136	91.36%
CYP2C19 inhibition	-	0.9247	92.47%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.5494	54.94%
CYP2C8 inhibition	+	0.5364	53.64%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5747	57.47%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9532	95.32%
Skin irritation	+	0.5591	55.91%
Skin corrosion	-	0.8890	88.90%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6469	64.69%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6107	61.07%
skin sensitisation	-	0.8044	80.44%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8036	80.36%
Acute Oral Toxicity (c)	IV	0.2869	28.69%
Estrogen receptor binding	+	0.8827	88.27%
Androgen receptor binding	+	0.7759	77.59%
Thyroid receptor binding	+	0.6063	60.63%
Glucocorticoid receptor binding	+	0.7761	77.61%
Aromatase binding	+	0.7751	77.51%
PPAR gamma	+	0.6984	69.84%
Honey bee toxicity	-	0.7411	74.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9820	98.20%

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	96.02%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.71%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.59%	85.14%
CHEMBL1914	P06276	Butyrylcholinesterase	93.51%	95.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.74%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.41%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.67%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.29%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.64%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.03%	91.07%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.85%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.94%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.03%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.24%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.77%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.31%	93.04%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.59%	93.03%
CHEMBL2581	P07339	Cathepsin D	81.05%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	80.30%	92.98%

Plants that contains it

• Tubocapsicum anomalum

Cross-Links

• PubChem: 73306620
• LOTUS: LTS0247367
• wikiData: Q105243322