2-[(3,4-Dihydroxyphenyl)methyl]-2-hydroxybutanedioic acid

Details

• Internal ID: 494f5943-a7c8-45d4-bbfe-bad4a918c38e
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: 2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxybutanedioic acid
• InChI: InChI=1S/C11H12O7/c12-7-2-1-6(3-8(7)13)4-11(18,10(16)17)5-9(14)15/h1-3,12-13,18H,4-5H2,(H,14,15)(H,16,17)
• InChI Key: KBDTTXYNCWANJU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₇
• Molecular Weight: 256.21 g/mol
• Exact Mass: 256.05830272 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6795	67.95%
Caco-2	-	0.9084	90.84%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.9412	94.12%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8945	89.45%
P-glycoprotein inhibitior	-	0.9915	99.15%
P-glycoprotein substrate	-	0.9677	96.77%
CYP3A4 substrate	-	0.6894	68.94%
CYP2C9 substrate	+	0.8005	80.05%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.8660	86.60%
CYP2C9 inhibition	-	0.9729	97.29%
CYP2C19 inhibition	-	0.9762	97.62%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.9713	97.13%
CYP2C8 inhibition	-	0.9335	93.35%
CYP inhibitory promiscuity	-	0.9898	98.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8232	82.32%
Carcinogenicity (trinary)	Non-required	0.6897	68.97%
Eye corrosion	-	0.9783	97.83%
Eye irritation	+	0.9163	91.63%
Skin irritation	+	0.5545	55.45%
Skin corrosion	-	0.8130	81.30%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7915	79.15%
Micronuclear	+	0.6835	68.35%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.5670	56.70%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8224	82.24%
Acute Oral Toxicity (c)	III	0.7880	78.80%
Estrogen receptor binding	-	0.6594	65.94%
Androgen receptor binding	+	0.6277	62.77%
Thyroid receptor binding	-	0.6645	66.45%
Glucocorticoid receptor binding	+	0.5478	54.78%
Aromatase binding	-	0.6287	62.87%
PPAR gamma	+	0.5534	55.34%
Honey bee toxicity	-	0.9143	91.43%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8640	86.40%

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	96.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.98%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.32%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.67%	99.15%
CHEMBL2535	P11166	Glucose transporter	83.98%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.57%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.97%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.49%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.80%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.22%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.20%	83.82%

Plants that contains it

• Crotalaria sessiliflora

Cross-Links

• PubChem: 85981305
• LOTUS: LTS0007301
• wikiData: Q105138125