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

Details

• Internal ID: 579e0157-d094-450e-bca4-3b0e6e62f711
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,5-bis(3-methylbut-2-enyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxybenzoate
• SMILES (Canonical): CC(=CCC1=CC(=CC(=C1OC2C(C(C(C(O2)COC3C(C(C(CO3)O)O)O)O)O)O)CC=C(C)C)C(=O)OC4C(C(C(C(O4)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[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)O)O)O)CC=C(C)C)C(=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C
• InChI: InChI=1S/C34H50O17/c1-14(2)5-7-16-9-18(31(45)51-34-29(44)25(40)23(38)20(11-35)48-34)10-17(8-6-15(3)4)30(16)50-33-28(43)26(41)24(39)21(49-33)13-47-32-27(42)22(37)19(36)12-46-32/h5-6,9-10,19-29,32-44H,7-8,11-13H2,1-4H3/t19-,20-,21-,22+,23-,24-,25+,26+,27-,28-,29-,32+,33+,34+/m1/s1
• InChI Key: BEQMGDOMVDJCAS-NPCSTQFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₀O₁₇
• Molecular Weight: 730.70 g/mol
• Exact Mass: 730.30480012 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.70
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7021	70.21%
Caco-2	-	0.8947	89.47%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7611	76.11%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8409	84.09%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8718	87.18%
P-glycoprotein inhibitior	+	0.6350	63.50%
P-glycoprotein substrate	-	0.7173	71.73%
CYP3A4 substrate	+	0.6260	62.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.9225	92.25%
CYP2C9 inhibition	-	0.8227	82.27%
CYP2C19 inhibition	-	0.7769	77.69%
CYP2D6 inhibition	-	0.8172	81.72%
CYP1A2 inhibition	-	0.7382	73.82%
CYP2C8 inhibition	-	0.5631	56.31%
CYP inhibitory promiscuity	-	0.8382	83.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7671	76.71%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.8102	81.02%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7167	71.67%
Micronuclear	-	0.6926	69.26%
Hepatotoxicity	-	0.5916	59.16%
skin sensitisation	-	0.7950	79.50%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9035	90.35%
Acute Oral Toxicity (c)	III	0.6595	65.95%
Estrogen receptor binding	+	0.7892	78.92%
Androgen receptor binding	+	0.5235	52.35%
Thyroid receptor binding	-	0.5166	51.66%
Glucocorticoid receptor binding	+	0.5591	55.91%
Aromatase binding	+	0.5449	54.49%
PPAR gamma	+	0.7174	71.74%
Honey bee toxicity	-	0.8122	81.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9492	94.92%

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	98.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.78%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.98%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.78%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.20%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.45%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.86%	89.34%
CHEMBL226	P30542	Adenosine A1 receptor	85.97%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.59%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.22%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.16%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	83.16%	91.49%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.10%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.97%	95.83%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.77%	96.95%
CHEMBL4208	P20618	Proteasome component C5	80.77%	90.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.31%	96.90%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.17%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.15%	92.62%

Plants that contains it

• Anodendron affine

Cross-Links

• PubChem: 15674324
• LOTUS: LTS0153931
• wikiData: Q104933393