4-[3,4-Dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3-methoxybenzoic acid

Details

• Internal ID: ae4e8959-af56-4883-b1ce-ff48e0f6e9b0
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 4-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3-methoxybenzoic acid
• SMILES (Canonical): COC1C(OC(C(C1O)O)OC2=C(C=C(C=C2)C(=O)O)OC)CO
• SMILES (Isomeric): COC1C(OC(C(C1O)O)OC2=C(C=C(C=C2)C(=O)O)OC)CO
• InChI: InChI=1S/C15H20O9/c1-21-9-5-7(14(19)20)3-4-8(9)23-15-12(18)11(17)13(22-2)10(6-16)24-15/h3-5,10-13,15-18H,6H2,1-2H3,(H,19,20)
• InChI Key: JZUUBLXPQTVXPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₉
• Molecular Weight: 344.31 g/mol
• Exact Mass: 344.11073221 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -0.77
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5109	51.09%
Caco-2	-	0.6598	65.98%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8174	81.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9251	92.51%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7360	73.60%
P-glycoprotein inhibitior	-	0.9043	90.43%
P-glycoprotein substrate	-	0.8816	88.16%
CYP3A4 substrate	-	0.5211	52.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.8058	80.58%
CYP2C9 inhibition	-	0.7676	76.76%
CYP2C19 inhibition	-	0.7457	74.57%
CYP2D6 inhibition	-	0.8976	89.76%
CYP1A2 inhibition	-	0.7595	75.95%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5999	59.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7418	74.18%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8785	87.85%
Skin irritation	-	0.8240	82.40%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.7123	71.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.7728	77.28%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6444	64.44%
skin sensitisation	-	0.8453	84.53%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7968	79.68%
Acute Oral Toxicity (c)	III	0.7430	74.30%
Estrogen receptor binding	-	0.6271	62.71%
Androgen receptor binding	-	0.7071	70.71%
Thyroid receptor binding	-	0.5684	56.84%
Glucocorticoid receptor binding	-	0.4706	47.06%
Aromatase binding	-	0.6184	61.84%
PPAR gamma	-	0.6272	62.72%
Honey bee toxicity	-	0.9048	90.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.4245	42.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.07%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.57%	86.33%
CHEMBL3194	P02766	Transthyretin	90.22%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.64%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.19%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.09%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	83.38%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.66%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.41%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163094998
• LOTUS: LTS0144464
• wikiData: Q105137606