3-(2,3,4-Trihydroxyphenyl)propanoic acid

Details

• Internal ID: 6373fe86-8ee7-4a8b-b605-7673459c9b5d
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: 3-(2,3,4-trihydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=CC(=C(C(=C1CCC(=O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C(=C1CCC(=O)O)O)O)O
• InChI: InChI=1S/C9H10O5/c10-6-3-1-5(2-4-7(11)12)8(13)9(6)14/h1,3,10,13-14H,2,4H2,(H,11,12)
• InChI Key: FLBHMRBWGPQQKJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₅
• Molecular Weight: 198.17 g/mol
• Exact Mass: 198.05282342 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• SCHEMBL490950
• 2,3,4-Trihydroxybenzenepropionic acid
• EN300-1844888
• 959573-74-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7306	73.06%
Caco-2	-	0.7949	79.49%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7225	72.25%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9344	93.44%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9468	94.68%
P-glycoprotein inhibitior	-	0.9921	99.21%
P-glycoprotein substrate	-	0.9787	97.87%
CYP3A4 substrate	-	0.7162	71.62%
CYP2C9 substrate	+	0.8012	80.12%
CYP2D6 substrate	-	0.8218	82.18%
CYP3A4 inhibition	-	0.8832	88.32%
CYP2C9 inhibition	-	0.9212	92.12%
CYP2C19 inhibition	-	0.9363	93.63%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9034	90.34%
CYP2C8 inhibition	-	0.8768	87.68%
CYP inhibitory promiscuity	-	0.9695	96.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7325	73.25%
Eye corrosion	-	0.9769	97.69%
Eye irritation	+	0.9851	98.51%
Skin irritation	+	0.6148	61.48%
Skin corrosion	-	0.8088	80.88%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7661	76.61%
Micronuclear	+	0.5018	50.18%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.6836	68.36%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8530	85.30%
Acute Oral Toxicity (c)	III	0.7674	76.74%
Estrogen receptor binding	-	0.8048	80.48%
Androgen receptor binding	+	0.5576	55.76%
Thyroid receptor binding	-	0.7798	77.98%
Glucocorticoid receptor binding	-	0.6187	61.87%
Aromatase binding	-	0.8905	89.05%
PPAR gamma	+	0.5720	57.20%
Honey bee toxicity	-	0.9775	97.75%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	+	0.7202	72.02%

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	97.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.82%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.01%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.42%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.18%	94.62%
CHEMBL1255126	O15151	Protein Mdm4	81.31%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.75%	96.09%

Plants that contains it

• Boschniakia rossica

Cross-Links

• PubChem: 5322049
• NPASS: NPC1540