6-[1-hydroxy-1-[1-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3,4-dimethyloxan-2-one

Details

• Internal ID: e9e5c931-d733-4fc9-9439-984cc41e4177
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
• IUPAC Name: 6-[1-hydroxy-1-[1-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3,4-dimethyloxan-2-one
• SMILES (Canonical): CC1CC(OC(=O)C1C)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)C)C)O
• SMILES (Isomeric): CC1CC(OC(=O)C1C)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)C)C)O
• InChI: InChI=1S/C40H64O15/c1-17-12-28(55-35(49)18(17)2)40(5,50)26-9-8-22-21-7-6-19-13-20(14-27(42)39(19,4)23(21)10-11-38(22,26)3)52-37-34(48)32(46)30(44)25(54-37)16-51-36-33(47)31(45)29(43)24(15-41)53-36/h6,17-18,20-34,36-37,41-48,50H,7-16H2,1-5H3
• InChI Key: UGBPBWCHBDJYOY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₅
• Molecular Weight: 784.90 g/mol
• Exact Mass: 784.42452133 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7838	78.38%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8524	85.24%
OATP1B3 inhibitior	-	0.2313	23.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.6749	67.49%
P-glycoprotein inhibitior	+	0.7151	71.51%
P-glycoprotein substrate	+	0.5564	55.64%
CYP3A4 substrate	+	0.7581	75.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.9392	93.92%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.9243	92.43%
CYP2C8 inhibition	+	0.6791	67.91%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6109	61.09%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9190	91.90%
Skin irritation	+	0.5259	52.59%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8063	80.63%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6548	65.48%
skin sensitisation	-	0.9254	92.54%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6707	67.07%
Acute Oral Toxicity (c)	III	0.4565	45.65%
Estrogen receptor binding	+	0.8364	83.64%
Androgen receptor binding	+	0.7474	74.74%
Thyroid receptor binding	-	0.5971	59.71%
Glucocorticoid receptor binding	+	0.6526	65.26%
Aromatase binding	+	0.6615	66.15%
PPAR gamma	+	0.7560	75.60%
Honey bee toxicity	-	0.7060	70.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9296	92.96%

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	97.96%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.18%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.82%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.16%	91.11%
CHEMBL1871	P10275	Androgen Receptor	93.96%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.38%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.45%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	91.98%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.89%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.75%	95.93%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.12%	97.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.99%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.18%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.37%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	86.72%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.11%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.02%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.77%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	83.56%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.26%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.17%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.48%	90.08%
CHEMBL1951	P21397	Monoamine oxidase A	82.24%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.86%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.82%	96.90%
CHEMBL5028	O14672	ADAM10	81.81%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.67%	97.14%

Plants that contains it

• Withania somnifera

Cross-Links

• PubChem: 72809456
• LOTUS: LTS0008225
• wikiData: Q105272247