2-(((3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-6-(3,4-dihydroxyphenethoxy)-5-hydroxy-4-((3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate

Details

• Internal ID: b2f3e620-5512-4bf6-9d3b-ca9e85199b24
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-2-[[(2S,3S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-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=CC3=CC(=C(C=C3)O)O)COC4C(C(CO4)(CO)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
• 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=C/C3=CC(=C(C=C3)O)O)CO[C@@H]4[C@H](C(CO4)(CO)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
• InChI: InChI=1S/C34H44O19/c1-15-24(41)25(42)26(43)32(50-15)53-29-27(44)31(47-9-8-17-3-6-19(37)21(39)11-17)51-22(12-48-33-30(45)34(46,13-35)14-49-33)28(29)52-23(40)7-4-16-2-5-18(36)20(38)10-16/h2-7,10-11,15,22,24-33,35-39,41-46H,8-9,12-14H2,1H3/b7-4+/t15-,22-,24-,25+,26+,27-,28-,29-,30-,31-,32-,33+,34?/m1/s1
• InChI Key: JMBINOWGIHWPJI-NEPNWHKHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₄O₁₉
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.24767917 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.55
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

• 2-(((3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-6-(3,4-dihydroxyphenethoxy)-5-hydroxy-4-((3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate
• BDBM50377907
• A922797

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8977	89.77%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.8432	84.32%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8633	86.33%
P-glycoprotein inhibitior	+	0.5856	58.56%
P-glycoprotein substrate	+	0.5952	59.52%
CYP3A4 substrate	+	0.7044	70.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.9004	90.04%
CYP2C9 inhibition	-	0.8424	84.24%
CYP2C19 inhibition	-	0.8421	84.21%
CYP2D6 inhibition	-	0.8937	89.37%
CYP1A2 inhibition	-	0.8662	86.62%
CYP2C8 inhibition	+	0.7595	75.95%
CYP inhibitory promiscuity	-	0.8212	82.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5981	59.81%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7793	77.93%
Micronuclear	-	0.7026	70.26%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9381	93.81%
Acute Oral Toxicity (c)	III	0.6472	64.72%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	-	0.6079	60.79%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.6246	62.46%
Aromatase binding	+	0.5491	54.91%
PPAR gamma	+	0.7447	74.47%
Honey bee toxicity	-	0.6683	66.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8664	86.64%

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	99.89%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.97%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.92%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.59%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	96.21%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.75%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.55%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.54%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.44%	97.36%
CHEMBL2581	P07339	Cathepsin D	91.28%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.17%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.53%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.13%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.92%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.77%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.40%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.98%	80.78%
CHEMBL3194	P02766	Transthyretin	83.36%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.73%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.15%	96.37%
CHEMBL4581	P52732	Kinesin-like protein 1	80.90%	93.18%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.09%	92.94%

Plants that contains it

• Callicarpa macrophylla
• Forsythia suspensa
• Forsythia viridissima
• Marrubium alysson
• Marrubium vulgare
• Phlomoides rotata
• Plantago asiatica
• Plantago depressa

Cross-Links

• PubChem: 44429859
• NPASS: NPC300894
• LOTUS: LTS0194177
• wikiData: Q105131227