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

Details

• Internal ID: e84ded3d-36f2-403c-986f-45c1c2d39688
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-[(1R,2S,3'S,4S,4'R,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-3',4'-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1COC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)C(C1O)O
• SMILES (Isomeric): C[C@H]1CO[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[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)CO)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)[C@H]([C@@H]1O)O
• InChI: InChI=1S/C45H74O19/c1-17-16-57-45(39(56)29(17)48)18(2)28-25(64-45)13-24-22-7-6-20-12-21(8-10-43(20,4)23(22)9-11-44(24,28)5)59-42-38(63-40-34(53)32(51)30(49)19(3)58-40)36(55)37(27(15-47)61-42)62-41-35(54)33(52)31(50)26(14-46)60-41/h17-42,46-56H,6-16H2,1-5H3/t17-,18-,19-,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-/m0/s1
• InChI Key: REAGOFMVEKLHAR-YWVKAHJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₉
• Molecular Weight: 919.10 g/mol
• Exact Mass: 918.48243013 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.76
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5917	59.17%
Caco-2	-	0.8874	88.74%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6898	68.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6181	61.81%
P-glycoprotein inhibitior	+	0.7280	72.80%
P-glycoprotein substrate	-	0.5402	54.02%
CYP3A4 substrate	+	0.7448	74.48%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.8819	88.19%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.6696	66.96%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.8132	81.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.7871	78.71%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9466	94.66%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8796	87.96%
Acute Oral Toxicity (c)	I	0.7761	77.61%
Estrogen receptor binding	+	0.8046	80.46%
Androgen receptor binding	+	0.6989	69.89%
Thyroid receptor binding	-	0.5779	57.79%
Glucocorticoid receptor binding	+	0.5514	55.14%
Aromatase binding	+	0.6689	66.89%
PPAR gamma	+	0.7190	71.90%
Honey bee toxicity	-	0.5429	54.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8210	82.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.09%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.01%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.56%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.43%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.30%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.18%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	88.26%	98.10%
CHEMBL1871	P10275	Androgen Receptor	87.60%	96.43%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.52%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.50%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	87.34%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.81%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.47%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.44%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.33%	96.21%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.28%	92.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.10%	95.58%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.59%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.34%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.11%	86.33%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.03%	80.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.89%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	81.62%	92.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.91%	97.86%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.77%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.35%	96.77%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.04%	98.46%

Plants that contains it

• Tribulus terrestris

Cross-Links

• PubChem: 162898513
• LOTUS: LTS0020441
• wikiData: Q105234594