3-(4-Hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carboxylic acid

Details

• Internal ID: 0ae41f8f-a523-4c01-bc8a-659be4625a3f
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: 3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carboxylic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C(=O)O)CO)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C(=O)O)CO)O
• InChI: InChI=1S/C17H16O7/c1-22-13-6-9(2-4-11(13)19)16-15(8-18)23-12-5-3-10(17(20)21)7-14(12)24-16/h2-7,15-16,18-19H,8H2,1H3,(H,20,21)
• InChI Key: HMMMZZGULXPBRP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9303	93.03%
Caco-2	-	0.6527	65.27%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8096	80.96%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.8475	84.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6850	68.50%
P-glycoprotein inhibitior	-	0.6535	65.35%
P-glycoprotein substrate	-	0.9357	93.57%
CYP3A4 substrate	-	0.5274	52.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.8665	86.65%
CYP2C9 inhibition	+	0.5498	54.98%
CYP2C19 inhibition	-	0.7163	71.63%
CYP2D6 inhibition	-	0.9246	92.46%
CYP1A2 inhibition	-	0.8900	89.00%
CYP2C8 inhibition	+	0.5499	54.99%
CYP inhibitory promiscuity	+	0.5677	56.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.4845	48.45%
Skin irritation	-	0.8063	80.63%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.6323	63.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.7403	74.03%
Micronuclear	+	0.7033	70.33%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9162	91.62%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4760	47.60%
Acute Oral Toxicity (c)	III	0.7307	73.07%
Estrogen receptor binding	+	0.6693	66.93%
Androgen receptor binding	+	0.5689	56.89%
Thyroid receptor binding	+	0.5638	56.38%
Glucocorticoid receptor binding	+	0.6988	69.88%
Aromatase binding	-	0.5673	56.73%
PPAR gamma	+	0.5180	51.80%
Honey bee toxicity	-	0.9153	91.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.6838	68.38%

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	97.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.67%	86.33%
CHEMBL3194	P02766	Transthyretin	93.81%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.31%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.54%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.99%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.81%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.67%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	80.84%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.42%	96.00%

Plants that contains it

• Picea jezoensis

Cross-Links

• PubChem: 75178415
• LOTUS: LTS0010320
• wikiData: Q105030576