[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,5-bis(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: bada73ab-0d24-40f2-a50d-80b4ccc49715
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,5-bis(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): CC(=CCC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)CC=C(C)C)C(=O)OCC3C(C(C(C(O3)OC4(C(C(C(O4)CO)O)O)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)CC=C(C)C)C(=O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@H](O3)O[C@]4([C@H]([C@@H]([C@H](O4)CO)O)O)CO)O)O)O)C
• InChI: InChI=1S/C35H52O18/c1-15(2)5-7-17-9-19(10-18(8-6-16(3)4)30(17)51-33-28(44)26(42)23(39)20(11-36)49-33)32(47)48-13-22-24(40)27(43)29(45)34(50-22)53-35(14-38)31(46)25(41)21(12-37)52-35/h5-6,9-10,20-29,31,33-34,36-46H,7-8,11-14H2,1-4H3/t20-,21-,22-,23-,24-,25-,26+,27+,28-,29-,31+,33+,34-,35+/m1/s1
• InChI Key: HHZYUMZCSOLELE-SRIKFWRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₈
• Molecular Weight: 760.80 g/mol
• Exact Mass: 760.31536481 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -3.33
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5928	59.28%
Caco-2	-	0.8882	88.82%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8359	83.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8297	82.97%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9348	93.48%
P-glycoprotein inhibitior	+	0.6743	67.43%
P-glycoprotein substrate	-	0.7682	76.82%
CYP3A4 substrate	+	0.6305	63.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.8728	87.28%
CYP2C9 inhibition	-	0.7193	71.93%
CYP2C19 inhibition	-	0.6607	66.07%
CYP2D6 inhibition	-	0.8710	87.10%
CYP1A2 inhibition	-	0.7048	70.48%
CYP2C8 inhibition	+	0.5476	54.76%
CYP inhibitory promiscuity	-	0.5106	51.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7031	70.31%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.8047	80.47%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6854	68.54%
Micronuclear	-	0.6726	67.26%
Hepatotoxicity	-	0.7291	72.91%
skin sensitisation	-	0.7960	79.60%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8355	83.55%
Acute Oral Toxicity (c)	III	0.5857	58.57%
Estrogen receptor binding	+	0.7795	77.95%
Androgen receptor binding	+	0.6113	61.13%
Thyroid receptor binding	+	0.5185	51.85%
Glucocorticoid receptor binding	+	0.6071	60.71%
Aromatase binding	+	0.5587	55.87%
PPAR gamma	+	0.7325	73.25%
Honey bee toxicity	-	0.7396	73.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9746	97.46%

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%
CHEMBL3401	O75469	Pregnane X receptor	96.08%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.66%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.79%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.54%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.06%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.51%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.35%	96.61%
CHEMBL1951	P21397	Monoamine oxidase A	85.73%	91.49%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.59%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.66%	97.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.66%	83.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.51%	95.83%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.85%	94.80%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.27%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	81.51%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	80.94%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	80.76%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.45%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.35%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.09%	100.00%

Plants that contains it

• Anodendron affine

Cross-Links

• PubChem: 10101651
• LOTUS: LTS0253864
• wikiData: Q105028722