4-Hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)benzoic acid

Details

• Internal ID: 308578b3-e7da-4034-bc19-7ce86e6e0ee7
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)benzoic acid
• InChI: InChI=1S/C12H14O4/c1-7(2)11(14)6-9-5-8(12(15)16)3-4-10(9)13/h3-5,11,13-14H,1,6H2,2H3,(H,15,16)
• InChI Key: YAKDDOJLCWNWFV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	-	0.7070	70.70%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8523	85.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9506	95.06%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9383	93.83%
P-glycoprotein inhibitior	-	0.9776	97.76%
P-glycoprotein substrate	-	0.9218	92.18%
CYP3A4 substrate	-	0.6834	68.34%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.7199	71.99%
CYP2C19 inhibition	-	0.6979	69.79%
CYP2D6 inhibition	-	0.8675	86.75%
CYP1A2 inhibition	-	0.7759	77.59%
CYP2C8 inhibition	-	0.7411	74.11%
CYP inhibitory promiscuity	-	0.7835	78.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7228	72.28%
Carcinogenicity (trinary)	Non-required	0.7501	75.01%
Eye corrosion	-	0.9572	95.72%
Eye irritation	+	0.7986	79.86%
Skin irritation	+	0.5087	50.87%
Skin corrosion	-	0.8653	86.53%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7689	76.89%
Micronuclear	-	0.5282	52.82%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	+	0.8446	84.46%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4772	47.72%
Acute Oral Toxicity (c)	III	0.6715	67.15%
Estrogen receptor binding	-	0.7993	79.93%
Androgen receptor binding	-	0.7157	71.57%
Thyroid receptor binding	-	0.5543	55.43%
Glucocorticoid receptor binding	-	0.6210	62.10%
Aromatase binding	-	0.7460	74.60%
PPAR gamma	-	0.6373	63.73%
Honey bee toxicity	-	0.9489	94.89%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.9700	97.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	95.69%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.30%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.02%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	87.22%	91.49%
CHEMBL3194	P02766	Transthyretin	87.11%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.07%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.36%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.54%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	83.92%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	83.58%	94.73%
CHEMBL1811	P34995	Prostanoid EP1 receptor	81.64%	95.71%

Plants that contains it

• Piper aduncum

Cross-Links

• PubChem: 15840547
• LOTUS: LTS0077889
• wikiData: Q105345432