6-[1-[3-[3-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-10,13-dimethyl-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: 4d358c4a-ac9a-4bff-9627-315f9225e728
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
• IUPAC Name: 6-[1-[3-[3-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-10,13-dimethyl-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
• InChI: InChI=1S/C52H84O23/c1-20-14-29(69-46(66)21(20)2)22(3)26-8-9-27-25-7-6-23-15-24(10-12-51(23,4)28(25)11-13-52(26,27)5)68-50-45(39(61)36(58)33(73-50)19-67-47-41(63)37(59)34(56)30(16-53)70-47)75-49-43(65)40(62)44(32(18-55)72-49)74-48-42(64)38(60)35(57)31(17-54)71-48/h6,20-22,24-45,47-50,53-65H,7-19H2,1-5H3
• InChI Key: JILPKRCJPRKBEL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₃
• Molecular Weight: 1077.20 g/mol
• Exact Mass: 1076.54033892 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.55
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7478	74.78%
Caco-2	-	0.8798	87.98%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8320	83.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	-	0.2720	27.20%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9362	93.62%
P-glycoprotein inhibitior	+	0.7413	74.13%
P-glycoprotein substrate	+	0.6472	64.72%
CYP3A4 substrate	+	0.7572	75.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8877	88.77%
CYP3A4 inhibition	-	0.9665	96.65%
CYP2C9 inhibition	-	0.9294	92.94%
CYP2C19 inhibition	-	0.9317	93.17%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.8984	89.84%
CYP2C8 inhibition	+	0.6575	65.75%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6219	62.19%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.5361	53.61%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8638	86.38%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8033	80.33%
skin sensitisation	-	0.9265	92.65%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8273	82.73%
Acute Oral Toxicity (c)	III	0.5451	54.51%
Estrogen receptor binding	+	0.8651	86.51%
Androgen receptor binding	+	0.7285	72.85%
Thyroid receptor binding	+	0.5416	54.16%
Glucocorticoid receptor binding	+	0.7295	72.95%
Aromatase binding	+	0.6366	63.66%
PPAR gamma	+	0.8044	80.44%
Honey bee toxicity	-	0.6106	61.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9527	95.27%

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	98.96%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.66%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.40%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.60%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.14%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.48%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.91%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.47%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	89.27%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.16%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.36%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	87.67%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.50%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.40%	96.61%
CHEMBL1871	P10275	Androgen Receptor	86.98%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.04%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.35%	90.08%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.58%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.50%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.99%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.62%	93.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.57%	94.80%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.07%	95.71%
CHEMBL220	P22303	Acetylcholinesterase	81.27%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	80.73%	93.18%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.29%	91.07%
CHEMBL237	P41145	Kappa opioid receptor	80.12%	98.10%

Plants that contains it

• Tacca chantrieri

Cross-Links

• PubChem: 162887396
• LOTUS: LTS0258814
• wikiData: Q105129169