3'-Methoxyfukiic acid

Details

• Internal ID: 6fd3fae5-7145-4341-b0db-2b18ff8926b7
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: 2,3-dihydroxy-2-[(4-hydroxy-3-methoxyphenyl)methyl]butanedioic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)CC(C(C(=O)O)O)(C(=O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC(C(C(=O)O)O)(C(=O)O)O)O
• InChI: InChI=1S/C12H14O8/c1-20-8-4-6(2-3-7(8)13)5-12(19,11(17)18)9(14)10(15)16/h2-4,9,13-14,19H,5H2,1H3,(H,15,16)(H,17,18)
• InChI Key: DDSGTDZCSPMYIM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₈
• Molecular Weight: 286.23 g/mol
• Exact Mass: 286.06886740 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• CHEBI:172518
• 2,3-DIHYDROXY-2-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]BUTANEDIOIC ACID

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7120	71.20%
Caco-2	-	0.8414	84.14%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7051	70.51%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9072	90.72%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.8781	87.81%
CYP3A4 substrate	-	0.5503	55.03%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.7937	79.37%
CYP3A4 inhibition	-	0.9044	90.44%
CYP2C9 inhibition	-	0.9474	94.74%
CYP2C19 inhibition	-	0.9448	94.48%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	-	0.5820	58.20%
CYP inhibitory promiscuity	-	0.9844	98.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8432	84.32%
Carcinogenicity (trinary)	Non-required	0.6838	68.38%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.6528	65.28%
Skin irritation	-	0.5874	58.74%
Skin corrosion	-	0.8380	83.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6428	64.28%
Micronuclear	+	0.6577	65.77%
Hepatotoxicity	-	0.7357	73.57%
skin sensitisation	-	0.7430	74.30%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9124	91.24%
Acute Oral Toxicity (c)	III	0.7755	77.55%
Estrogen receptor binding	-	0.5685	56.85%
Androgen receptor binding	-	0.4847	48.47%
Thyroid receptor binding	-	0.5463	54.63%
Glucocorticoid receptor binding	-	0.5500	55.00%
Aromatase binding	-	0.6997	69.97%
PPAR gamma	-	0.4853	48.53%
Honey bee toxicity	-	0.9571	95.71%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7961	79.61%

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	98.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.83%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.69%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	91.49%	90.20%
CHEMBL4040	P28482	MAP kinase ERK2	91.45%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.14%	86.33%
CHEMBL2535	P11166	Glucose transporter	90.11%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.00%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.83%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.47%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.54%	99.15%
CHEMBL4208	P20618	Proteasome component C5	82.47%	90.00%

Plants that contains it

• Piscidia piscipula

Cross-Links

• PubChem: 131750880
• LOTUS: LTS0246326
• wikiData: Q104976802