[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,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]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] hydrogen sulfate

Details

• Internal ID: 6802ab86-85f5-45ef-8b94-70b2a6c38b84
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,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]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] hydrogen sulfate
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OS(=O)(=O)O)O)OC8C(C(C(C(O8)C)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)OS(=O)(=O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C39H62O15S/c1-18-8-13-39(48-17-18)19(2)28-26(53-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)50-36-34(52-35-31(43)30(42)29(41)20(3)49-35)32(44)33(27(16-40)51-36)54-55(45,46)47/h6,18-20,22-36,40-44H,7-17H2,1-5H3,(H,45,46,47)/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34-,35+,36-,37+,38+,39-/m1/s1
• InChI Key: LMLVNRYULBUGNA-HCTICQNOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₂O₁₅S
• Molecular Weight: 803.00 g/mol
• Exact Mass: 802.38094244 g/mol
• Topological Polar Surface Area (TPSA): 229.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7638	76.38%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4610	46.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	+	0.8503	85.03%
P-glycoprotein inhibitior	+	0.7292	72.92%
P-glycoprotein substrate	+	0.5677	56.77%
CYP3A4 substrate	+	0.7500	75.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	-	0.9007	90.07%
CYP2C9 inhibition	-	0.7761	77.61%
CYP2C19 inhibition	-	0.7296	72.96%
CYP2D6 inhibition	-	0.8708	87.08%
CYP1A2 inhibition	-	0.7388	73.88%
CYP2C8 inhibition	+	0.7357	73.57%
CYP inhibitory promiscuity	-	0.8275	82.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.5080	50.80%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9150	91.50%
Skin irritation	-	0.7403	74.03%
Skin corrosion	-	0.9091	90.91%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7268	72.68%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.9625	96.25%
skin sensitisation	-	0.8423	84.23%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8294	82.94%
Acute Oral Toxicity (c)	III	0.5807	58.07%
Estrogen receptor binding	+	0.8255	82.55%
Androgen receptor binding	+	0.7198	71.98%
Thyroid receptor binding	-	0.5912	59.12%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	+	0.6385	63.85%
PPAR gamma	+	0.7067	70.67%
Honey bee toxicity	-	0.5588	55.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9865	98.65%

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	98.74%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.85%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.53%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.18%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.13%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.51%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	91.15%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.86%	97.25%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.57%	97.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.48%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.20%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.87%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.86%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.06%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.64%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	85.64%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.43%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.27%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.91%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.82%	89.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.75%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.70%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.53%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.17%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	82.01%	91.19%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.45%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.60%	100.00%

Plants that contains it

• Tribulus terrestris

Cross-Links

• PubChem: 154497605
• LOTUS: LTS0256017
• wikiData: Q105154045