[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5,9,10-tetramethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Details

• Internal ID: 46d632cd-da2a-4ea1-8fb0-de9b3962b992
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5,9,10-tetramethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC1(CCCC2(C1(CCC34C2(CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@]1(CCC[C@@]2([C@@]1(CC[C@]34[C@]2(CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C40H64O18/c1-18-13-39-11-9-36(3)35(2,34(52)57-32-29(51)26(48)23(45)20(15-42)54-32)7-6-8-37(36,4)38(39,5)10-12-40(18,17-39)58-33-30(27(49)24(46)21(16-43)55-33)56-31-28(50)25(47)22(44)19(14-41)53-31/h19-33,41-51H,1,6-17H2,2-5H3/t19-,20-,21-,22-,23-,24-,25+,26+,27+,28-,29-,30-,31-,32+,33+,35+,36-,37-,38+,39-,40+/m1/s1
• InChI Key: OHHNJQXIOPOJSC-FRQBBJGUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₈
• Molecular Weight: 832.90 g/mol
• Exact Mass: 832.40926519 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -2.16
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6595	65.95%
Caco-2	-	0.8991	89.91%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.7345	73.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8414	84.14%
OATP1B3 inhibitior	+	0.8494	84.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	-	0.6588	65.88%
P-glycoprotein inhibitior	+	0.7190	71.90%
P-glycoprotein substrate	-	0.7125	71.25%
CYP3A4 substrate	+	0.6794	67.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.9564	95.64%
CYP2C9 inhibition	-	0.8609	86.09%
CYP2C19 inhibition	-	0.8613	86.13%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.8591	85.91%
CYP2C8 inhibition	+	0.4691	46.91%
CYP inhibitory promiscuity	-	0.9338	93.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6988	69.88%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.5581	55.81%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7099	70.99%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8598	85.98%
skin sensitisation	-	0.9051	90.51%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8531	85.31%
Acute Oral Toxicity (c)	I	0.4473	44.73%
Estrogen receptor binding	+	0.7301	73.01%
Androgen receptor binding	+	0.7528	75.28%
Thyroid receptor binding	-	0.5393	53.93%
Glucocorticoid receptor binding	+	0.6081	60.81%
Aromatase binding	+	0.6436	64.36%
PPAR gamma	+	0.6668	66.68%
Honey bee toxicity	-	0.7360	73.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9758	97.58%

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	97.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.92%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.41%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.12%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.96%	96.77%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.62%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.01%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	89.12%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.18%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.75%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.58%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.89%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.37%	91.07%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.04%	83.57%
CHEMBL233	P35372	Mu opioid receptor	81.97%	97.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.37%	96.38%
CHEMBL237	P41145	Kappa opioid receptor	81.33%	98.10%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.25%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.01%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.01%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	80.64%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.56%	89.00%

Plants that contains it

• Stevia rebaudiana

Cross-Links

• PubChem: 163037575
• LOTUS: LTS0178833
• wikiData: Q105192080