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

Details

• Internal ID: 46d23452-a601-4b31-9821-63f65000ba21
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3S,4R,5R,6S)-2-[(2R,3S,4R,5S)-2-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2R,4R,5'R,6S,7R,8S,9R,12R,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)C)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@@H]([C@@H]3[C@H](O2)C[C@H]4[C@]3(CC[C@@H]5[C@@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)CO)O[C@@H]8[C@H]([C@@H]([C@H](CO8)O)O)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C44H70O16/c1-19-8-13-44(54-17-19)20(2)30-28(60-44)15-26-24-7-6-22-14-23(9-11-42(22,4)25(24)10-12-43(26,30)5)56-40-36(52)34(50)37(29(16-45)57-40)58-41-38(32(48)27(46)18-53-41)59-39-35(51)33(49)31(47)21(3)55-39/h6,19-21,23-41,45-52H,7-18H2,1-5H3/t19-,20-,21+,23+,24+,25-,26-,27+,28-,29+,30-,31+,32-,33-,34+,35+,36+,37+,38+,39-,40+,41-,42+,43-,44+/m1/s1
• InChI Key: VGACCGUGJMEGRA-ZPUMDCDPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₆
• Molecular Weight: 855.00 g/mol
• Exact Mass: 854.46638614 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8869	88.69%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8825	88.25%
P-glycoprotein inhibitior	+	0.7259	72.59%
P-glycoprotein substrate	+	0.5642	56.42%
CYP3A4 substrate	+	0.7520	75.20%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7594	75.94%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9157	91.57%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8570	85.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8349	83.49%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9875	98.75%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9009	90.09%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8440	84.40%
Androgen receptor binding	+	0.7144	71.44%
Thyroid receptor binding	-	0.5683	56.83%
Glucocorticoid receptor binding	+	0.5583	55.83%
Aromatase binding	+	0.6635	66.35%
PPAR gamma	+	0.7488	74.88%
Honey bee toxicity	-	0.5582	55.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	98.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.25%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.14%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.74%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.03%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	91.04%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.40%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.62%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.41%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.39%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.37%	94.45%
CHEMBL332	P03956	Matrix metalloproteinase-1	87.77%	94.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.82%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.25%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.11%	95.50%
CHEMBL233	P35372	Mu opioid receptor	86.06%	97.93%
CHEMBL2581	P07339	Cathepsin D	84.23%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.75%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	82.89%	95.92%
CHEMBL5255	O00206	Toll-like receptor 4	82.57%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.92%	94.00%
CHEMBL5028	O14672	ADAM10	81.64%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.61%	86.92%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.29%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.98%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.23%	92.94%

Plants that contains it

• Paris polyphylla

Cross-Links

• PubChem: 162925384
• LOTUS: LTS0031512
• wikiData: Q105285684