6-[3-[1-Carboxy-2-(4-hydroxy-3-methoxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1,4-benzodioxine-3-carboxylic acid

Details

• Internal ID: 05f32637-f9df-450d-b370-4fa27794a6f1
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: 6-[3-[1-carboxy-2-(4-hydroxy-3-methoxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1,4-benzodioxine-3-carboxylic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)CC(C(=O)O)OC(=O)C=CC2=CC3=C(C=C2)OC(C(O3)C(=O)O)C4=CC(=C(C=C4)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC(C(=O)O)OC(=O)C=CC2=CC3=C(C=C2)OC(C(O3)C(=O)O)C4=CC(=C(C=C4)O)OC)O
• InChI: InChI=1S/C29H26O12/c1-37-21-12-16(3-7-18(21)30)13-24(28(33)34)39-25(32)10-5-15-4-9-20-23(11-15)41-27(29(35)36)26(40-20)17-6-8-19(31)22(14-17)38-2/h3-12,14,24,26-27,30-31H,13H2,1-2H3,(H,33,34)(H,35,36)
• InChI Key: ZMVVNRHMWPOVBT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₆O₁₂
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.14242626 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9371	93.71%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7311	73.11%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8666	86.66%
OATP1B3 inhibitior	+	0.8502	85.02%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6879	68.79%
P-glycoprotein inhibitior	+	0.7662	76.62%
P-glycoprotein substrate	-	0.6716	67.16%
CYP3A4 substrate	+	0.6232	62.32%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	-	0.8682	86.82%
CYP2C9 inhibition	+	0.5401	54.01%
CYP2C19 inhibition	-	0.7327	73.27%
CYP2D6 inhibition	-	0.8831	88.31%
CYP1A2 inhibition	-	0.9357	93.57%
CYP2C8 inhibition	+	0.8443	84.43%
CYP inhibitory promiscuity	-	0.6042	60.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4794	47.94%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8819	88.19%
Skin irritation	-	0.7988	79.88%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3909	39.09%
Micronuclear	+	0.8418	84.18%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8947	89.47%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9524	95.24%
Acute Oral Toxicity (c)	III	0.4216	42.16%
Estrogen receptor binding	+	0.7186	71.86%
Androgen receptor binding	+	0.6967	69.67%
Thyroid receptor binding	+	0.6116	61.16%
Glucocorticoid receptor binding	+	0.7678	76.78%
Aromatase binding	-	0.6482	64.82%
PPAR gamma	+	0.5671	56.71%
Honey bee toxicity	-	0.7572	75.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9580	95.80%

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	98.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.46%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	97.03%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.73%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.49%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.07%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.87%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.28%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.95%	95.17%
CHEMBL2581	P07339	Cathepsin D	93.42%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.10%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.82%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	88.65%	83.82%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.29%	89.50%
CHEMBL2535	P11166	Glucose transporter	83.93%	98.75%
CHEMBL3194	P02766	Transthyretin	83.29%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.00%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.92%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.85%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	81.14%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.09%	95.89%

Plants that contains it

• Clinopodium chinense

Cross-Links

• PubChem: 74976063
• LOTUS: LTS0244513
• wikiData: Q105379753