(2S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

Details

• Internal ID: ec1f3807-c845-47f0-920a-dd55c0d4a5f7
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: (2S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
• InChI: InChI=1S/C9H10O5/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,8,10-12H,4H2,(H,13,14)/p-1/t8-/m0/s1
• InChI Key: PAFLSMZLRSPALU-QMMMGPOBSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₉O₅-
• Molecular Weight: 197.16 g/mol
• Exact Mass: 197.04499838 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -1.25
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• (S)-3,4-dihydroxyphenyllactic acid
• (2S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7548	75.48%
Caco-2	-	0.9417	94.17%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9528	95.28%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9084	90.84%
P-glycoprotein inhibitior	-	0.9937	99.37%
P-glycoprotein substrate	-	0.9616	96.16%
CYP3A4 substrate	-	0.6927	69.27%
CYP2C9 substrate	+	0.6039	60.39%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9441	94.41%
CYP2C9 inhibition	-	0.9548	95.48%
CYP2C19 inhibition	-	0.9644	96.44%
CYP2D6 inhibition	-	0.9116	91.16%
CYP1A2 inhibition	-	0.9381	93.81%
CYP2C8 inhibition	-	0.9061	90.61%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6777	67.77%
Eye corrosion	-	0.9042	90.42%
Eye irritation	+	0.9914	99.14%
Skin irritation	+	0.7429	74.29%
Skin corrosion	-	0.7705	77.05%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8143	81.43%
Micronuclear	+	0.7177	71.77%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.7229	72.29%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8232	82.32%
Acute Oral Toxicity (c)	III	0.7068	70.68%
Estrogen receptor binding	-	0.9231	92.31%
Androgen receptor binding	+	0.6629	66.29%
Thyroid receptor binding	-	0.7770	77.70%
Glucocorticoid receptor binding	-	0.8263	82.63%
Aromatase binding	-	0.9395	93.95%
PPAR gamma	-	0.5982	59.82%
Honey bee toxicity	-	0.8703	87.03%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8598	85.98%

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	96.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.67%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.75%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.70%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.70%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.32%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.25%	90.71%
CHEMBL2535	P11166	Glucose transporter	80.95%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.74%	96.95%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 25202033
• NPASS: NPC263995