methyl 4-[2-[[6-[2-(3,4-dihydroxyphenyl)ethoxy]-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,5-dihydroxyoxan-2-yl]methoxy]-2-oxoethyl]-5-ethylidene-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: 69d47352-0fc4-4a43-9796-2c917e1721bd
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: methyl 4-[2-[[6-[2-(3,4-dihydroxyphenyl)ethoxy]-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,5-dihydroxyoxan-2-yl]methoxy]-2-oxoethyl]-5-ethylidene-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCC3C(C(C(C(O3)OCCC4=CC(=C(C=C4)O)O)O)O)OC(=O)C=CC5=CC(=C(C=C5)O)O
• SMILES (Isomeric): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCC3C(C(C(C(O3)OCCC4=CC(=C(C=C4)O)O)O)O)OC(=O)C=CC5=CC(=C(C=C5)O)O
• InChI: InChI=1S/C40H48O21/c1-3-20-21(22(37(53)54-2)16-57-38(20)61-40-34(51)32(49)31(48)27(15-41)58-40)14-30(47)56-17-28-36(60-29(46)9-6-18-4-7-23(42)25(44)12-18)33(50)35(52)39(59-28)55-11-10-19-5-8-24(43)26(45)13-19/h3-9,12-13,16,21,27-28,31-36,38-45,48-52H,10-11,14-15,17H2,1-2H3
• InChI Key: RFDRMKCQXGVMFI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₈O₂₁
• Molecular Weight: 864.80 g/mol
• Exact Mass: 864.26880854 g/mol
• Topological Polar Surface Area (TPSA): 327.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 21
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7425	74.25%
Caco-2	-	0.8748	87.48%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7673	76.73%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.7773	77.73%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7852	78.52%
P-glycoprotein inhibitior	+	0.7234	72.34%
P-glycoprotein substrate	+	0.6735	67.35%
CYP3A4 substrate	+	0.7163	71.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.8272	82.72%
CYP2C9 inhibition	-	0.7571	75.71%
CYP2C19 inhibition	-	0.7107	71.07%
CYP2D6 inhibition	-	0.8887	88.87%
CYP1A2 inhibition	-	0.7703	77.03%
CYP2C8 inhibition	+	0.8463	84.63%
CYP inhibitory promiscuity	-	0.8090	80.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6903	69.03%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.8256	82.56%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6677	66.77%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8375	83.75%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8761	87.61%
Acute Oral Toxicity (c)	III	0.6638	66.38%
Estrogen receptor binding	+	0.7745	77.45%
Androgen receptor binding	+	0.5798	57.98%
Thyroid receptor binding	+	0.5562	55.62%
Glucocorticoid receptor binding	+	0.6979	69.79%
Aromatase binding	+	0.5353	53.53%
PPAR gamma	+	0.7503	75.03%
Honey bee toxicity	-	0.6605	66.05%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9298	92.98%

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	99.28%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.15%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.76%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.68%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.88%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	94.25%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.43%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.06%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.88%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.20%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL3194	P02766	Transthyretin	90.93%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.86%	95.83%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.43%	80.78%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.67%	94.80%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.27%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.34%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	83.32%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.64%	95.50%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.50%	96.37%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.06%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.22%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.20%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.15%	94.33%

Plants that contains it

• Fraxinus insularis

Cross-Links

• PubChem: 163025701
• LOTUS: LTS0198409
• wikiData: Q105235323