4,5-Dimethyl-2-[1-(4,5,6,17-tetrahydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl)ethyl]-2,3-dihydropyran-6-one

Details

• Internal ID: f6d758d7-3f75-45ce-afb8-b657c47e1ed5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: 4,5-dimethyl-2-[1-(4,5,6,17-tetrahydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl)ethyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)C2(CCC3C2(CCC4C3CC(C5(C4(C(=O)C=CC5O)C)O)O)C)O)C
• SMILES (Isomeric): CC1=C(C(=O)OC(C1)C(C)C2(CCC3C2(CCC4C3CC(C5(C4(C(=O)C=CC5O)C)O)O)C)O)C
• InChI: InChI=1S/C28H40O7/c1-14-12-20(35-24(32)15(14)2)16(3)27(33)11-9-18-17-13-23(31)28(34)22(30)7-6-21(29)26(28,5)19(17)8-10-25(18,27)4/h6-7,16-20,22-23,30-31,33-34H,8-13H2,1-5H3
• InChI Key: RGWWJKQOLUSAOK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₇
• Molecular Weight: 488.60 g/mol
• Exact Mass: 488.27740361 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8825	88.25%
Caco-2	-	0.7398	73.98%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6991	69.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9071	90.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6124	61.24%
BSEP inhibitior	+	0.8659	86.59%
P-glycoprotein inhibitior	-	0.4894	48.94%
P-glycoprotein substrate	+	0.5387	53.87%
CYP3A4 substrate	+	0.7136	71.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9070	90.70%
CYP3A4 inhibition	-	0.8227	82.27%
CYP2C9 inhibition	-	0.9250	92.50%
CYP2C19 inhibition	-	0.8933	89.33%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8472	84.72%
CYP2C8 inhibition	+	0.5222	52.22%
CYP inhibitory promiscuity	-	0.9806	98.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6250	62.50%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9507	95.07%
Skin irritation	+	0.6575	65.75%
Skin corrosion	-	0.9074	90.74%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4482	44.82%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.8347	83.47%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6352	63.52%
Acute Oral Toxicity (c)	I	0.5312	53.12%
Estrogen receptor binding	+	0.8381	83.81%
Androgen receptor binding	+	0.8020	80.20%
Thyroid receptor binding	+	0.6094	60.94%
Glucocorticoid receptor binding	+	0.7039	70.39%
Aromatase binding	+	0.7231	72.31%
PPAR gamma	+	0.6296	62.96%
Honey bee toxicity	-	0.7749	77.49%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9773	97.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.98%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.64%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.13%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.49%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.35%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.33%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	87.23%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.06%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.30%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.95%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.90%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.40%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.01%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.29%	93.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.05%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.72%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.71%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.39%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	80.21%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.15%	100.00%

Plants that contains it

• Tubocapsicum anomalum

Cross-Links

• PubChem: 73306655
• LOTUS: LTS0246510
• wikiData: Q105236127