2-[2-[4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,6R,8S,9S,12R,13S,18S)-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-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: aebac021-642a-455a-aa20-7b98579aac54
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[2-[4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,6R,8S,9S,12R,13S,18S)-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-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): CC1CC[C@@]2(C([C@@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@@H]5[C@H]4CC[C@@H]6[C@@]5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C50H82O22/c1-20-7-12-50(64-18-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(62)37(59)41(31(17-53)68-45)69-47-43(71-46-39(61)36(58)34(56)29(15-51)66-46)42(35(57)30(16-52)67-47)70-44-38(60)33(55)27(54)19-63-44/h20-47,51-62H,5-19H2,1-4H3/t20?,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+/m0/s1
• InChI Key: BJNQXJIQCPPOHN-LQSBXWATSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₂O₂₂
• Molecular Weight: 1035.20 g/mol
• Exact Mass: 1034.52977424 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -2.27
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• 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	-	0.8764	87.64%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7143	71.43%
P-glycoprotein inhibitior	+	0.7328	73.28%
P-glycoprotein substrate	-	0.5915	59.15%
CYP3A4 substrate	+	0.7516	75.16%
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	+	0.6804	68.04%
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	-	0.9058	90.58%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8120	81.20%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9500	95.00%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8926	89.26%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8454	84.54%
Androgen receptor binding	+	0.6856	68.56%
Thyroid receptor binding	-	0.5416	54.16%
Glucocorticoid receptor binding	+	0.5560	55.60%
Aromatase binding	+	0.6398	63.98%
PPAR gamma	+	0.7416	74.16%
Honey bee toxicity	-	0.5313	53.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	98.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.83%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.96%	97.09%
CHEMBL233	P35372	Mu opioid receptor	95.72%	97.93%
CHEMBL237	P41145	Kappa opioid receptor	94.68%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.82%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.49%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.30%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.02%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.73%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.71%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.20%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.49%	95.58%
CHEMBL5255	O00206	Toll-like receptor 4	88.82%	92.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	88.41%	97.86%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.39%	92.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.31%	89.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.59%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.36%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.60%	91.24%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.51%	97.29%
CHEMBL204	P00734	Thrombin	84.80%	96.01%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.74%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.98%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.71%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	82.66%	97.64%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.20%	93.10%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.00%	97.31%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.90%	80.33%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.28%	96.67%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.25%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.59%	95.89%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.28%	98.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.26%	89.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.19%	95.36%

Plants that contains it

• Allium sativum
• Anemarrhena asphodeloides
• Chlorophytum comosum
• Solanum dulcamara
• Solanum lyratum
• Solanum nigrum
• Tribulus terrestris

Cross-Links

• PubChem: 138115302
• LOTUS: LTS0108173
• wikiData: Q104397720