[(2R,3S,4S,5R,6S)-6-[4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-2-yl]-3,5-dihydroxy-2-[(2S)-2-methylbutanoyl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 3223cc28-6c74-48ab-911b-719e760e17c1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-2-yl]-3,5-dihydroxy-2-[(2S)-2-methylbutanoyl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CCC(C)C(=O)C1=C(C=C(C(=C1O)C2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)OC5C(C(C(C(O5)COC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)C1=C(C=C(C(=C1O)[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)O
• InChI: InChI=1S/C44H46O26/c1-3-13(2)29(52)28-24(68-44-38(61)35(58)33(56)25(69-44)11-65-41(62)14-4-18(46)30(53)19(47)5-14)10-17(45)27(34(28)57)40-37(60)36(59)39(70-43(64)16-8-22(50)32(55)23(51)9-16)26(67-40)12-66-42(63)15-6-20(48)31(54)21(49)7-15/h4-10,13,25-26,33,35-40,44-51,53-61H,3,11-12H2,1-2H3/t13-,25+,26+,33+,35-,36+,37+,38+,39+,40-,44+/m0/s1
• InChI Key: ZMXWSDQGEMYHSD-UYMUFLHDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₄₆O₂₆
• Molecular Weight: 990.80 g/mol
• Exact Mass: 990.22773157 g/mol
• Topological Polar Surface Area (TPSA): 447.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 26
• H-Bond Donor: 16
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6550	65.50%
Caco-2	-	0.8679	86.79%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7886	78.86%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	-	0.3485	34.85%
OATP1B3 inhibitior	+	0.9230	92.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4533	45.33%
P-glycoprotein inhibitior	+	0.7194	71.94%
P-glycoprotein substrate	-	0.5417	54.17%
CYP3A4 substrate	+	0.6479	64.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8785	87.85%
CYP3A4 inhibition	-	0.9156	91.56%
CYP2C9 inhibition	-	0.7372	73.72%
CYP2C19 inhibition	-	0.8244	82.44%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	-	0.8186	81.86%
CYP2C8 inhibition	+	0.6759	67.59%
CYP inhibitory promiscuity	-	0.7691	76.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6805	68.05%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.8782	87.82%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.5719	57.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.7736	77.36%
Micronuclear	+	0.5348	53.48%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9502	95.02%
Acute Oral Toxicity (c)	III	0.7244	72.44%
Estrogen receptor binding	+	0.7625	76.25%
Androgen receptor binding	+	0.6661	66.61%
Thyroid receptor binding	+	0.5174	51.74%
Glucocorticoid receptor binding	+	0.6005	60.05%
Aromatase binding	+	0.5931	59.31%
PPAR gamma	+	0.7281	72.81%
Honey bee toxicity	-	0.8132	81.32%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9707	97.07%

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	97.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	94.88%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	92.58%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.82%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.97%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.48%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.57%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	86.65%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.60%	94.00%
CHEMBL4208	P20618	Proteasome component C5	86.32%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.66%	92.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.50%	100.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.84%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.46%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.39%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.37%	96.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.08%	83.57%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.03%	95.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.47%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.71%	96.21%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.25%	96.90%

Plants that contains it

• Kunzea ambigua

Cross-Links

• PubChem: 163106915
• LOTUS: LTS0106045
• wikiData: Q105379813