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

Details

• Internal ID: b7ed2d5d-c2cd-46d6-87f8-1572f651c34d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(2R,3R,4S,5R,6R)-3,5-diacetyloxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (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=CC4=CC(=C(C=C4)O)O)OC(=O)C)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=C/C4=CC(=C(C=C4)O)O)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C39H46O20/c1-18-32(53-19(2)40)34(55-21(4)42)37(57-23(6)44)39(52-18)59-35-33(54-20(3)41)30(17-51-31(49)12-9-24-7-10-26(45)28(47)15-24)58-38(36(35)56-22(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: UWRBLCYSBSBEEZ-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	-	0.6617	66.17%
Caco-2	-	0.8604	86.04%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8778	87.78%
OATP2B1 inhibitior	+	0.7064	70.64%
OATP1B1 inhibitior	+	0.8497	84.97%
OATP1B3 inhibitior	+	0.8891	88.91%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9452	94.52%
P-glycoprotein inhibitior	+	0.7888	78.88%
P-glycoprotein substrate	-	0.6564	65.64%
CYP3A4 substrate	+	0.6647	66.47%
CYP2C9 substrate	-	0.6028	60.28%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.8937	89.37%
CYP2C9 inhibition	-	0.6391	63.91%
CYP2C19 inhibition	-	0.8072	80.72%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	-	0.7656	76.56%
CYP2C8 inhibition	+	0.7017	70.17%
CYP inhibitory promiscuity	-	0.7887	78.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.8785	87.85%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4422	44.22%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8636	86.36%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8810	88.10%
Acute Oral Toxicity (c)	III	0.7857	78.57%
Estrogen receptor binding	+	0.8256	82.56%
Androgen receptor binding	+	0.6356	63.56%
Thyroid receptor binding	+	0.5949	59.49%
Glucocorticoid receptor binding	+	0.7532	75.32%
Aromatase binding	+	0.6048	60.48%
PPAR gamma	+	0.7644	76.44%
Honey bee toxicity	-	0.6910	69.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9403	94.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.49%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.36%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.06%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.54%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.77%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.10%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.59%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.39%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.35%	94.45%
CHEMBL3194	P02766	Transthyretin	90.64%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.75%	80.78%
CHEMBL4208	P20618	Proteasome component C5	85.61%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.22%	86.92%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.22%	94.80%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.35%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.37%	91.19%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.61%	96.37%

Plants that contains it

• Markhamia lutea

Cross-Links

• PubChem: 10700689
• LOTUS: LTS0012492
• wikiData: Q105280513