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

Details

• Internal ID: 3ba3b0cc-31f1-49bc-85f3-5e47a1a45b8c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-1'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)N(C1)O
• 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]([C@@H](O8)C)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)N(C1)O
• InChI: InChI=1S/C45H73NO16/c1-19-9-14-45(46(55)17-19)20(2)30-28(62-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)58-42-39(61-41-36(53)34(51)32(49)22(4)57-41)37(54)38(29(18-47)59-42)60-40-35(52)33(50)31(48)21(3)56-40/h7,19-22,24-42,47-55H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1
• InChI Key: QVPFHCBFGWCLEX-ZGXDEBHDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₃NO₁₆
• Molecular Weight: 884.10 g/mol
• Exact Mass: 883.49293524 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7894	78.94%
Caco-2	-	0.8873	88.73%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4450	44.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9349	93.49%
P-glycoprotein inhibitior	+	0.7284	72.84%
P-glycoprotein substrate	+	0.5631	56.31%
CYP3A4 substrate	+	0.7474	74.74%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8249	82.49%
CYP3A4 inhibition	-	0.7674	76.74%
CYP2C9 inhibition	-	0.8165	81.65%
CYP2C19 inhibition	-	0.7984	79.84%
CYP2D6 inhibition	-	0.9072	90.72%
CYP1A2 inhibition	-	0.8249	82.49%
CYP2C8 inhibition	+	0.7051	70.51%
CYP inhibitory promiscuity	-	0.8725	87.25%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Danger	0.4402	44.02%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.7352	73.52%
Skin corrosion	-	0.9143	91.43%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7622	76.22%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.9234	92.34%
skin sensitisation	-	0.8358	83.58%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8148	81.48%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	+	0.8493	84.93%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	-	0.5484	54.84%
Glucocorticoid receptor binding	+	0.5462	54.62%
Aromatase binding	+	0.6578	65.78%
PPAR gamma	+	0.7527	75.27%
Honey bee toxicity	-	0.6104	61.04%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8379	83.79%

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	99.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.16%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	96.34%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	95.81%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.30%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.21%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.86%	97.25%
CHEMBL332	P03956	Matrix metalloproteinase-1	90.78%	94.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.64%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.27%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.25%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.13%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	87.84%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.11%	94.45%
CHEMBL233	P35372	Mu opioid receptor	86.71%	97.93%
CHEMBL2581	P07339	Cathepsin D	86.57%	98.95%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	85.66%	98.46%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.98%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.70%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.66%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.37%	95.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.33%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.82%	92.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.71%	98.05%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.52%	97.36%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.16%	93.56%

Plants that contains it

• Solanum robustum

Cross-Links

• PubChem: 101929544
• LOTUS: LTS0045809
• wikiData: Q105228807