[(2R,3R,4S,5R,6R)-5-acetyloxy-2-(acetyloxymethyl)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 800181b7-580a-477d-a997-cad5ea66c5b6
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(2R,3R,4S,5R,6R)-5-acetyloxy-2-(acetyloxymethyl)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C)OCCC3=CC(=C(C=C3)O)O)COC(=O)C)OC(=O)C=CC4=CC(=C(C=C4)O)O)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2OC(=O)C)OCCC3=CC(=C(C=C3)O)O)COC(=O)C)OC(=O)/C=C/C4=CC(=C(C=C4)O)O)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C39H46O20/c1-18-32(53-20(3)41)34(54-21(4)42)37(56-23(6)44)39(52-18)59-35-33(58-31(49)12-9-24-7-10-26(45)28(47)15-24)30(17-51-19(2)40)57-38(36(35)55-22(5)43)50-14-13-25-8-11-27(46)29(48)16-25/h7-12,15-16,18,30,32-39,45-48H,13-14,17H2,1-6H3/b12-9+/t18-,30+,32-,33+,34+,35-,36+,37+,38+,39-/m0/s1
• InChI Key: XZKKILCLQIINLY-MXJIFSESSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₆O₂₀
• Molecular Weight: 834.80 g/mol
• Exact Mass: 834.25824385 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 20
• H-Bond Donor: 4
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5278	52.78%
Caco-2	-	0.8549	85.49%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8663	86.63%
OATP2B1 inhibitior	+	0.5679	56.79%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.8741	87.41%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9668	96.68%
P-glycoprotein inhibitior	+	0.7996	79.96%
P-glycoprotein substrate	-	0.6419	64.19%
CYP3A4 substrate	+	0.6718	67.18%
CYP2C9 substrate	-	0.6028	60.28%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.9131	91.31%
CYP2C9 inhibition	-	0.7364	73.64%
CYP2C19 inhibition	-	0.8529	85.29%
CYP2D6 inhibition	-	0.9028	90.28%
CYP1A2 inhibition	-	0.7656	76.56%
CYP2C8 inhibition	+	0.7374	73.74%
CYP inhibitory promiscuity	-	0.8179	81.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6762	67.62%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.8546	85.46%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3741	37.41%
Micronuclear	-	0.7067	70.67%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8940	89.40%
Acute Oral Toxicity (c)	III	0.7551	75.51%
Estrogen receptor binding	+	0.8174	81.74%
Androgen receptor binding	+	0.6028	60.28%
Thyroid receptor binding	+	0.5958	59.58%
Glucocorticoid receptor binding	+	0.7594	75.94%
Aromatase binding	+	0.6047	60.47%
PPAR gamma	+	0.7585	75.85%
Honey bee toxicity	-	0.6893	68.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9671	96.71%

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	99.38%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.26%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.42%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.68%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	95.15%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.73%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.25%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.98%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.55%	96.00%
CHEMBL3194	P02766	Transthyretin	89.33%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.30%	96.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.41%	80.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.04%	86.92%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.12%	94.80%
CHEMBL4208	P20618	Proteasome component C5	85.27%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.98%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.94%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	82.88%	95.93%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.49%	96.37%

Plants that contains it

• Markhamia lutea

Cross-Links

• PubChem: 10605522
• LOTUS: LTS0028368
• wikiData: Q105344995