[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4R,5R,9R,10S,13R)-13-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-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: b18510bb-392f-4b00-919b-8a2cf56d98d9
• 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] (1S,4R,5R,9R,10S,13R)-13-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-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)O)OC6C(C(C(C(O6)CO)O)O)O)(C)C(=O)OC7C(C(C(C(O7)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)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31/h17-33,39-49H,1,4-15H2,2-3H3/t17-,18-,19-,20-,21-,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35+,36-,37+,38-/m1/s1
• InChI Key: UEDUENGHJMELGK-OBKNMXKASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₁₈
• Molecular Weight: 804.90 g/mol
• Exact Mass: 804.37796506 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.94
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

• AKOS015840141

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6491	64.91%
Caco-2	-	0.9373	93.73%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7587	75.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8264	82.64%
OATP1B3 inhibitior	+	0.8889	88.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7596	75.96%
BSEP inhibitior	-	0.6784	67.84%
P-glycoprotein inhibitior	+	0.7019	70.19%
P-glycoprotein substrate	-	0.7265	72.65%
CYP3A4 substrate	+	0.6970	69.70%
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	+	0.4589	45.89%
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	-	0.9103	91.03%
Skin irritation	-	0.6009	60.09%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7704	77.04%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.9227	92.27%
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	-	0.6540	65.40%
Acute Oral Toxicity (c)	I	0.4494	44.94%
Estrogen receptor binding	+	0.7480	74.80%
Androgen receptor binding	+	0.7249	72.49%
Thyroid receptor binding	-	0.5596	55.96%
Glucocorticoid receptor binding	+	0.5417	54.17%
Aromatase binding	+	0.6194	61.94%
PPAR gamma	+	0.6460	64.60%
Honey bee toxicity	-	0.7295	72.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7050	70.50%
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	97.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.26%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.68%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.30%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.96%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.47%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	88.98%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.67%	91.24%
CHEMBL237	P41145	Kappa opioid receptor	88.27%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.45%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.33%	97.36%
CHEMBL2581	P07339	Cathepsin D	86.65%	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	84.03%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.49%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.88%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.77%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.65%	96.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.49%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.16%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.04%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.00%	82.50%

Plants that contains it

• Ziziphus jujuba

Cross-Links

• PubChem: 23621216
• NPASS: NPC99614