(2R,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-3-hydroxy-2-(hydroxymethyl)-6-[[(1R,2S,4S,8S,9S,12S,13S,15R,16R,18S)-15-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-6-en-16-yl]oxy]-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 5d6791bc-e041-48f4-b401-acfb46a866fc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-3-hydroxy-2-(hydroxymethyl)-6-[[(1R,2S,4S,8S,9S,12S,13S,15R,16R,18S)-15-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-6-en-16-yl]oxy]-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C51H84O22/c1-19(18-65-46-41(62)40(61)36(57)31(16-52)70-46)7-10-28-20(2)33-30(68-28)14-26-24-9-8-23-13-29(27(54)15-51(23,6)25(24)11-12-50(26,33)5)69-49-45(73-48-43(64)39(60)35(56)22(4)67-48)44(37(58)32(17-53)71-49)72-47-42(63)38(59)34(55)21(3)66-47/h19,21-27,29-49,52-64H,7-18H2,1-6H3/t19-,21+,22+,23+,24-,25+,26+,27-,29-,30+,31-,32-,33+,34+,35+,36-,37-,38-,39-,40+,41-,42-,43-,44+,45-,46-,47-,48-,49-,50+,51+/m1/s1
• InChI Key: MFLHDCUEGDYCFX-FIKCGYMNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₂
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.54542430 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 22
• 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	+	0.6879	68.79%
Caco-2	-	0.8850	88.50%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6925	69.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7494	74.94%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.6163	61.63%
CYP3A4 substrate	+	0.7470	74.70%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8244	82.44%
CYP3A4 inhibition	-	0.9320	93.20%
CYP2C9 inhibition	-	0.9177	91.77%
CYP2C19 inhibition	-	0.9166	91.66%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.9075	90.75%
CYP2C8 inhibition	+	0.6924	69.24%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.5215	52.15%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.8138	81.38%
Human Ether-a-go-go-Related Gene inhibition	+	0.8520	85.20%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9208	92.08%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9613	96.13%
Acute Oral Toxicity (c)	I	0.8055	80.55%
Estrogen receptor binding	+	0.8449	84.49%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	-	0.4881	48.81%
Glucocorticoid receptor binding	+	0.6509	65.09%
Aromatase binding	+	0.6708	67.08%
PPAR gamma	+	0.7655	76.55%
Honey bee toxicity	-	0.5887	58.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9074	90.74%

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	97.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.85%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.23%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	91.85%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.68%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.46%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.08%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.04%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.84%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	87.83%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.49%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.18%	86.33%
CHEMBL4581	P52732	Kinesin-like protein 1	87.06%	93.18%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	86.71%	91.65%
CHEMBL1937	Q92769	Histone deacetylase 2	86.02%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.89%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.93%	96.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.20%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.40%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.34%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.03%	96.47%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.61%	95.58%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.50%	95.83%
CHEMBL220	P22303	Acetylcholinesterase	82.02%	94.45%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.63%	96.37%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.32%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.16%	97.36%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.20%	98.05%

Plants that contains it

• Allium tuberosum

Cross-Links

• PubChem: 163026892
• LOTUS: LTS0234641
• wikiData: Q105162817