methyl 1-methyl-3-oxo-8-[3,4,5-trihydroxy-6-[(4-hydroxy-3-methoxybenzoyl)oxymethyl]oxan-2-yl]oxy-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate

Details

• Internal ID: 1135f375-56f1-4adf-adf0-6b33cd2122ba
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: methyl 1-methyl-3-oxo-8-[3,4,5-trihydroxy-6-[(4-hydroxy-3-methoxybenzoyl)oxymethyl]oxan-2-yl]oxy-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate
• SMILES (Canonical): CC1C2C(CC(=O)O1)C(=COC2OC3C(C(C(C(O3)COC(=O)C4=CC(=C(C=C4)O)OC)O)O)O)C(=O)OC
• SMILES (Isomeric): CC1C2C(CC(=O)O1)C(=COC2OC3C(C(C(C(O3)COC(=O)C4=CC(=C(C=C4)O)OC)O)O)O)C(=O)OC
• InChI: InChI=1S/C25H30O14/c1-10-18-12(7-17(27)37-10)13(23(32)34-3)8-36-24(18)39-25-21(30)20(29)19(28)16(38-25)9-35-22(31)11-4-5-14(26)15(6-11)33-2/h4-6,8,10,12,16,18-21,24-26,28-30H,7,9H2,1-3H3
• InChI Key: LIVSNGMPJUCRLO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₄
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.16355563 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.64
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6338	63.38%
Caco-2	-	0.8281	82.81%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5274	52.74%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.7673	76.73%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6324	63.24%
P-glycoprotein inhibitior	-	0.4660	46.60%
P-glycoprotein substrate	+	0.5189	51.89%
CYP3A4 substrate	+	0.6506	65.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	-	0.7145	71.45%
CYP2C19 inhibition	-	0.7685	76.85%
CYP2D6 inhibition	-	0.8678	86.78%
CYP1A2 inhibition	-	0.7653	76.53%
CYP2C8 inhibition	+	0.7660	76.60%
CYP inhibitory promiscuity	-	0.6842	68.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6542	65.42%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.7931	79.31%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5536	55.36%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7275	72.75%
Acute Oral Toxicity (c)	III	0.5473	54.73%
Estrogen receptor binding	+	0.7804	78.04%
Androgen receptor binding	+	0.5560	55.60%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7592	75.92%
Aromatase binding	-	0.4889	48.89%
PPAR gamma	+	0.5866	58.66%
Honey bee toxicity	-	0.8417	84.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9219	92.19%

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	98.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.20%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.02%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL4208	P20618	Proteasome component C5	92.39%	90.00%
CHEMBL2535	P11166	Glucose transporter	90.39%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	90.23%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.61%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.95%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.20%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	86.99%	92.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.29%	89.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.04%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.81%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.96%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	82.33%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.86%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.17%	85.14%
CHEMBL2581	P07339	Cathepsin D	81.04%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.80%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.38%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Gentiana pyrenaica

Cross-Links

• PubChem: 14707227
• LOTUS: LTS0140806
• wikiData: Q105152379