(2S,3R,4S,5S,6R)-2-[(1S,4R,5R)-4-[(E,3R)-3-hydroxybut-1-enyl]-3,3,5-trimethylcyclohexyl]oxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: 219d3e2c-ed85-4455-a9b6-85adae5ff74a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(1S,4R,5R)-4-[(E,3R)-3-hydroxybut-1-enyl]-3,3,5-trimethylcyclohexyl]oxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC1CC(CC(C1C=CC(C)O)(C)C)OC2C(C(C(C(O2)COC3C(C(C(CO3)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H](CC([C@H]1/C=C/[C@@H](C)O)(C)C)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@@H]3[C@@H]([C@@H]([C@@H](CO3)O)O)O)O)O)O
• InChI: InChI=1S/C24H42O11/c1-11-7-13(8-24(3,4)14(11)6-5-12(2)25)34-23-21(31)19(29)18(28)16(35-23)10-33-22-20(30)17(27)15(26)9-32-22/h5-6,11-23,25-31H,7-10H2,1-4H3/b6-5+/t11-,12-,13+,14+,15-,16-,17-,18-,19+,20-,21-,22-,23+/m1/s1
• InChI Key: GXODJTXLAZYYLH-GOKGSGBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₂O₁₁
• Molecular Weight: 506.60 g/mol
• Exact Mass: 506.27271215 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.36
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7816	78.16%
Caco-2	-	0.8380	83.80%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7439	74.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8628	86.28%
P-glycoprotein inhibitior	-	0.6473	64.73%
P-glycoprotein substrate	-	0.6394	63.94%
CYP3A4 substrate	+	0.6665	66.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8343	83.43%
CYP3A4 inhibition	-	0.9706	97.06%
CYP2C9 inhibition	-	0.8751	87.51%
CYP2C19 inhibition	-	0.8934	89.34%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.9177	91.77%
CYP2C8 inhibition	-	0.6894	68.94%
CYP inhibitory promiscuity	-	0.9452	94.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9471	94.71%
Skin irritation	-	0.8332	83.32%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4079	40.79%
Micronuclear	-	0.7926	79.26%
Hepatotoxicity	-	0.7195	71.95%
skin sensitisation	-	0.8407	84.07%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9161	91.61%
Acute Oral Toxicity (c)	III	0.6463	64.63%
Estrogen receptor binding	+	0.5973	59.73%
Androgen receptor binding	-	0.6118	61.18%
Thyroid receptor binding	+	0.5942	59.42%
Glucocorticoid receptor binding	+	0.5975	59.75%
Aromatase binding	+	0.6541	65.41%
PPAR gamma	+	0.5863	58.63%
Honey bee toxicity	-	0.6583	65.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7726	77.26%

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	98.43%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.25%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.36%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.30%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	92.73%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.42%	96.47%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.75%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.91%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.42%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.01%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.88%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.52%	92.86%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.12%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	82.59%	99.00%
CHEMBL5957	P21589	5'-nucleotidase	82.39%	97.78%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	82.07%	97.34%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.84%	82.50%

Plants that contains it

• Salacia chinensis

Cross-Links

• PubChem: 162858092
• LOTUS: LTS0271489
• wikiData: Q105023231