3,4-Dihydroxy-2-methylenebutanoic acid methyl ester

Details

• Internal ID: 3f536cdc-431a-4746-9d56-fbb7d21b9ccd
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: methyl 3,4-dihydroxy-2-methylidenebutanoate
• SMILES (Canonical): COC(=O)C(=C)C(CO)O
• SMILES (Isomeric): COC(=O)C(=C)C(CO)O
• InChI: InChI=1S/C6H10O4/c1-4(5(8)3-7)6(9)10-2/h5,7-8H,1,3H2,2H3
• InChI Key: OAVZGKBBHXFFGL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.14 g/mol
• Exact Mass: 146.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.93
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8810	88.10%
Caco-2	-	0.6352	63.52%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7435	74.35%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9594	95.94%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9720	97.20%
P-glycoprotein inhibitior	-	0.9751	97.51%
P-glycoprotein substrate	-	0.9415	94.15%
CYP3A4 substrate	-	0.6400	64.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8444	84.44%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.8821	88.21%
CYP2C19 inhibition	-	0.8923	89.23%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.8815	88.15%
CYP2C8 inhibition	-	0.9833	98.33%
CYP inhibitory promiscuity	-	0.9392	93.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.7932	79.32%
Eye corrosion	-	0.8630	86.30%
Eye irritation	+	0.9287	92.87%
Skin irritation	-	0.6813	68.13%
Skin corrosion	-	0.7778	77.78%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7129	71.29%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6445	64.45%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.6418	64.18%
Acute Oral Toxicity (c)	IV	0.3821	38.21%
Estrogen receptor binding	-	0.8719	87.19%
Androgen receptor binding	-	0.9369	93.69%
Thyroid receptor binding	-	0.8267	82.67%
Glucocorticoid receptor binding	-	0.7770	77.70%
Aromatase binding	-	0.8109	81.09%
PPAR gamma	-	0.8458	84.58%
Honey bee toxicity	-	0.8012	80.12%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.7009	70.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.77%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.04%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.33%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.91%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.81%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.16%	96.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.84%	97.29%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.60%	85.14%

Plants that contains it

• Urtica dioica

Cross-Links

• PubChem: 5319589
• NPASS: NPC155659