(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13S,16S,18S)-3'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 56d421b0-75f8-4035-b86d-9220471cfdf8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13S,16S,18S)-3'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C50H82O23/c1-19-11-31(55)50(65-17-19)20(2)32-27(73-50)13-25-23-6-5-21-12-22(7-9-48(21,3)24(23)8-10-49(25,32)4)66-45-40(63)37(60)41(30(16-53)69-45)70-47-43(72-46-39(62)36(59)34(57)28(14-51)67-46)42(35(58)29(15-52)68-47)71-44-38(61)33(56)26(54)18-64-44/h19-47,51-63H,5-18H2,1-4H3/t19-,20+,21+,22+,23-,24+,25+,26-,27+,28-,29-,30-,31+,32+,33+,34-,35-,36+,37-,38-,39-,40-,41+,42+,43-,44+,45-,46+,47+,48+,49+,50+/m1/s1
• InChI Key: HGWHKYLOANGEFF-KRFDKPLISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₂O₂₃
• Molecular Weight: 1051.20 g/mol
• Exact Mass: 1050.52468886 g/mol
• Topological Polar Surface Area (TPSA): 355.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.30
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7206	72.06%
P-glycoprotein inhibitior	+	0.7343	73.43%
P-glycoprotein substrate	+	0.5318	53.18%
CYP3A4 substrate	+	0.7550	75.50%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6860	68.60%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8256	82.56%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9174	91.74%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8496	84.96%
Androgen receptor binding	+	0.7095	70.95%
Thyroid receptor binding	-	0.5255	52.55%
Glucocorticoid receptor binding	+	0.5740	57.40%
Aromatase binding	+	0.6413	64.13%
PPAR gamma	+	0.7468	74.68%
Honey bee toxicity	-	0.5560	55.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.79%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.67%	96.61%
CHEMBL233	P35372	Mu opioid receptor	95.16%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.12%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	93.70%	98.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.51%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	92.79%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.19%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.01%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.35%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.84%	96.77%
CHEMBL204	P00734	Thrombin	90.07%	96.01%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.18%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.09%	95.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.89%	97.86%
CHEMBL5255	O00206	Toll-like receptor 4	87.22%	92.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.52%	95.58%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.41%	80.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.28%	89.05%
CHEMBL1914	P06276	Butyrylcholinesterase	86.25%	95.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.58%	92.86%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.15%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.91%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.79%	97.29%
CHEMBL1871	P10275	Androgen Receptor	83.72%	96.43%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.51%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.47%	89.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.02%	95.36%
CHEMBL206	P03372	Estrogen receptor alpha	82.60%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.41%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.69%	93.10%
CHEMBL2996	Q05655	Protein kinase C delta	80.81%	97.79%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	80.12%	96.67%

Plants that contains it

• Solanum nigrum

Cross-Links

• PubChem: 102164240
• NPASS: NPC180377