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

Details

• Internal ID: b1355504-2e0a-479b-baaa-45c509fdf5e4
• 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,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)(C)C(=O)OC8C(C(C(C(O8)CO)O)O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)CO)O)O)O)(C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C44H70O23/c1-17-11-43-9-5-22-41(2,7-4-8-42(22,3)40(59)66-38-33(58)30(55)26(51)20(14-47)62-38)23(43)6-10-44(17,16-43)67-39-35(65-37-32(57)29(54)25(50)19(13-46)61-37)34(27(52)21(15-48)63-39)64-36-31(56)28(53)24(49)18(12-45)60-36/h18-39,45-58H,1,4-16H2,2-3H3/t18-,19+,20-,21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31-,32+,33-,34+,35-,36+,37-,38+,39+,41-,42-,43-,44+/m1/s1
• InChI Key: HELXLJCILKEWJH-CUCYSIOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₂₃
• Molecular Weight: 967.00 g/mol
• Exact Mass: 966.43078848 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -5.11
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6491	64.91%
Caco-2	-	0.9028	90.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7587	75.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8281	82.81%
OATP1B3 inhibitior	+	0.8889	88.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7596	75.96%
BSEP inhibitior	+	0.6014	60.14%
P-glycoprotein inhibitior	+	0.7256	72.56%
P-glycoprotein substrate	-	0.6937	69.37%
CYP3A4 substrate	+	0.6973	69.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.9600	96.00%
CYP2C9 inhibition	-	0.8814	88.14%
CYP2C19 inhibition	-	0.8658	86.58%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.8532	85.32%
CYP2C8 inhibition	+	0.4858	48.58%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7066	70.66%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.6009	60.09%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7647	76.47%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.9102	91.02%
skin sensitisation	-	0.8974	89.74%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6351	63.51%
Acute Oral Toxicity (c)	I	0.4494	44.94%
Estrogen receptor binding	+	0.7658	76.58%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	-	0.5685	56.85%
Glucocorticoid receptor binding	+	0.5729	57.29%
Aromatase binding	+	0.6216	62.16%
PPAR gamma	+	0.7001	70.01%
Honey bee toxicity	-	0.7291	72.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9769	97.69%

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	97.55%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.94%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.94%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.65%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.00%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.62%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.58%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	89.78%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.57%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	89.22%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.92%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.26%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.79%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.13%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.49%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.29%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.77%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.99%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.65%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.52%	92.62%
CHEMBL226	P30542	Adenosine A1 receptor	80.00%	95.93%

Plants that contains it

• Stevia rebaudiana

Cross-Links

• PubChem: 134734813
• LOTUS: LTS0194439
• wikiData: Q104251804