2-[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]-4-methyl-5-[[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-2,3-dihydropyran-6-one

Details

• Internal ID: a48c0ced-9802-4cd0-9668-5c2ae5958509
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
• IUPAC Name: 2-[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]-4-methyl-5-[[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): CC1=C(C(=O)OC(C1)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)COC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O
• SMILES (Isomeric): CC1=C(C(=O)OC(C1)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)COC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O
• InChI: InChI=1S/C52H82O25/c1-19-11-28(73-46(68)24(19)16-69-47-44(66)40(62)36(58)31(76-47)17-70-48-42(64)38(60)34(56)29(14-53)74-48)20(2)25-7-8-26-23-6-5-21-12-22(13-33(55)52(21,4)27(23)9-10-51(25,26)3)72-50-45(67)41(63)37(59)32(77-50)18-71-49-43(65)39(61)35(57)30(15-54)75-49/h5,20,22-23,25-45,47-50,53-67H,6-18H2,1-4H3
• InChI Key: DVJQPYOIOUMEJB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₅
• Molecular Weight: 1107.20 g/mol
• Exact Mass: 1106.51451810 g/mol
• Topological Polar Surface Area (TPSA): 404.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -4.55
• H-Bond Acceptor: 25
• H-Bond Donor: 15
• Rotatable Bonds: 15

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	-	0.8749	87.49%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8471	84.71%
OATP1B3 inhibitior	-	0.2313	23.13%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9288	92.88%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6208	62.08%
CYP3A4 substrate	+	0.7587	75.87%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8853	88.53%
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	+	0.6936	69.36%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6109	61.09%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9027	90.27%
Skin irritation	+	0.5259	52.59%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.7444	74.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.8185	81.85%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7356	73.56%
skin sensitisation	-	0.9254	92.54%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5700	57.00%
Acute Oral Toxicity (c)	III	0.4565	45.65%
Estrogen receptor binding	+	0.8383	83.83%
Androgen receptor binding	+	0.7626	76.26%
Thyroid receptor binding	+	0.5491	54.91%
Glucocorticoid receptor binding	+	0.7421	74.21%
Aromatase binding	+	0.6836	68.36%
PPAR gamma	+	0.7983	79.83%
Honey bee toxicity	-	0.6668	66.68%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.63%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.91%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	93.91%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.73%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.00%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.41%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.73%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.72%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	90.63%	95.93%
CHEMBL1871	P10275	Androgen Receptor	90.62%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.48%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.37%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.53%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.32%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.15%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.89%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.06%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.90%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.47%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.92%	97.33%
CHEMBL5028	O14672	ADAM10	82.60%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.96%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.93%	92.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.78%	96.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.05%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.72%	96.47%

Plants that contains it

• Withania somnifera

Cross-Links

• PubChem: 162949541
• LOTUS: LTS0142565
• wikiData: Q104990173