[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-2,6-dimethyl-4-[(2R)-2-methylbutanoyl]-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 88cb2dfd-7598-41d3-ba7a-735939628d42
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-2,6-dimethyl-4-[(2R)-2-methylbutanoyl]-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CCC(C)C(=O)C1=C(C(=C(C(=C1O)C)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)C)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)C1=C(C(=C(C(=C1O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C32H42O18/c1-5-10(2)19(36)18-20(37)11(3)28(12(4)29(18)50-31-26(43)24(41)22(39)16(8-33)47-31)49-32-27(44)25(42)23(40)17(48-32)9-46-30(45)13-6-14(34)21(38)15(35)7-13/h6-7,10,16-17,22-27,31-35,37-44H,5,8-9H2,1-4H3/t10-,16-,17-,22-,23-,24+,25+,26-,27-,31+,32+/m1/s1
• InChI Key: IJMKNHUJARMFBZ-UXEFGKRJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₈
• Molecular Weight: 714.70 g/mol
• Exact Mass: 714.23711449 g/mol
• Topological Polar Surface Area (TPSA): 303.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7455	74.55%
Caco-2	-	0.8728	87.28%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6956	69.56%
OATP2B1 inhibitior	-	0.7184	71.84%
OATP1B1 inhibitior	-	0.4079	40.79%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7931	79.31%
P-glycoprotein inhibitior	+	0.6297	62.97%
P-glycoprotein substrate	-	0.7047	70.47%
CYP3A4 substrate	+	0.6079	60.79%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.8603	86.03%
CYP2C9 inhibition	-	0.8157	81.57%
CYP2C19 inhibition	-	0.8814	88.14%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.8113	81.13%
CYP2C8 inhibition	+	0.5958	59.58%
CYP inhibitory promiscuity	-	0.8723	87.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6824	68.24%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.8830	88.30%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4155	41.55%
Micronuclear	-	0.5926	59.26%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9035	90.35%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9789	97.89%
Acute Oral Toxicity (c)	III	0.7261	72.61%
Estrogen receptor binding	+	0.7607	76.07%
Androgen receptor binding	+	0.5981	59.81%
Thyroid receptor binding	-	0.5407	54.07%
Glucocorticoid receptor binding	+	0.5925	59.25%
Aromatase binding	+	0.6212	62.12%
PPAR gamma	+	0.6155	61.55%
Honey bee toxicity	-	0.8687	86.87%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	+	0.9341	93.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	97.79%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.42%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.38%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.04%	83.57%
CHEMBL2581	P07339	Cathepsin D	93.00%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.27%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.87%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.83%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.66%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.25%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.65%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.84%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.07%	83.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.91%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.49%	93.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.76%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.79%	93.65%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.54%	96.47%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.92%	86.92%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.74%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.32%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.24%	96.90%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.87%	96.95%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.85%	96.37%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.30%	94.80%

Plants that contains it

• Kunzea ambigua

Cross-Links

• PubChem: 163104433
• LOTUS: LTS0098090
• wikiData: Q105113997