methyl (2R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

Details

• Internal ID: 28d8d1cb-566b-41f4-9cbf-f288a375abf7
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: methyl (2R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
• SMILES (Canonical): COC(=O)C(CC1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): COC(=O)[C@@H](CC1=CC(=C(C=C1)O)O)O
• InChI: InChI=1S/C10H12O5/c1-15-10(14)9(13)5-6-2-3-7(11)8(12)4-6/h2-4,9,11-13H,5H2,1H3/t9-/m1/s1
• InChI Key: NMAOZVAEJYOPOF-SECBINFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.20 g/mol
• Exact Mass: 212.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.17
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9037	90.37%
Caco-2	-	0.6984	69.84%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8587	85.87%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7978	79.78%
P-glycoprotein inhibitior	-	0.9923	99.23%
P-glycoprotein substrate	-	0.9397	93.97%
CYP3A4 substrate	-	0.5987	59.87%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.7730	77.30%
CYP3A4 inhibition	-	0.9478	94.78%
CYP2C9 inhibition	-	0.9050	90.50%
CYP2C19 inhibition	-	0.9277	92.77%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9052	90.52%
CYP2C8 inhibition	-	0.8091	80.91%
CYP inhibitory promiscuity	-	0.9223	92.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7718	77.18%
Carcinogenicity (trinary)	Non-required	0.6675	66.75%
Eye corrosion	-	0.9211	92.11%
Eye irritation	+	0.9201	92.01%
Skin irritation	+	0.5859	58.59%
Skin corrosion	-	0.8722	87.22%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6711	67.11%
Micronuclear	+	0.5918	59.18%
Hepatotoxicity	-	0.7023	70.23%
skin sensitisation	-	0.6887	68.87%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7557	75.57%
Acute Oral Toxicity (c)	III	0.7251	72.51%
Estrogen receptor binding	-	0.7109	71.09%
Androgen receptor binding	+	0.7249	72.49%
Thyroid receptor binding	-	0.8461	84.61%
Glucocorticoid receptor binding	-	0.6347	63.47%
Aromatase binding	-	0.7829	78.29%
PPAR gamma	-	0.7966	79.66%
Honey bee toxicity	-	0.8840	88.40%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7883	78.83%

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	97.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.05%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.19%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.36%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.82%	94.73%
CHEMBL2535	P11166	Glucose transporter	86.16%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.59%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.36%	99.15%
CHEMBL221	P23219	Cyclooxygenase-1	83.12%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.81%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.96%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	80.64%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	80.60%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.12%	95.56%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 71480151
• LOTUS: LTS0128253
• wikiData: Q105181677