[(E)-4-hydroxy-3-methylbut-2-enyl] 2-hydroxybenzoate

Details

• Internal ID: 8e6ceb08-9f8a-4987-a2bc-882c5705f5b5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters > o-Hydroxybenzoic acid esters
• IUPAC Name: [(E)-4-hydroxy-3-methylbut-2-enyl] 2-hydroxybenzoate
• SMILES (Canonical): CC(=CCOC(=O)C1=CC=CC=C1O)CO
• SMILES (Isomeric): C/C(=C\COC(=O)C1=CC=CC=C1O)/CO
• InChI: InChI=1S/C12H14O4/c1-9(8-13)6-7-16-12(15)10-4-2-3-5-11(10)14/h2-6,13-14H,7-8H2,1H3/b9-6+
• InChI Key: ZHBNZYWJCHZKLZ-RMKNXTFCSA-N
• Popularity: 0 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): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	+	0.7564	75.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8951	89.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9419	94.19%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8774	87.74%
P-glycoprotein inhibitior	-	0.9853	98.53%
P-glycoprotein substrate	-	0.9463	94.63%
CYP3A4 substrate	-	0.5509	55.09%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.8332	83.32%
CYP2C9 inhibition	-	0.6516	65.16%
CYP2C19 inhibition	+	0.5162	51.62%
CYP2D6 inhibition	-	0.7667	76.67%
CYP1A2 inhibition	+	0.6985	69.85%
CYP2C8 inhibition	-	0.6469	64.69%
CYP inhibitory promiscuity	+	0.5761	57.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7263	72.63%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.9796	97.96%
Eye irritation	+	0.9357	93.57%
Skin irritation	-	0.7029	70.29%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7257	72.57%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5410	54.10%
skin sensitisation	-	0.5381	53.81%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.6197	61.97%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5583	55.83%
Acute Oral Toxicity (c)	III	0.6472	64.72%
Estrogen receptor binding	-	0.4880	48.80%
Androgen receptor binding	-	0.5940	59.40%
Thyroid receptor binding	-	0.6239	62.39%
Glucocorticoid receptor binding	-	0.5513	55.13%
Aromatase binding	-	0.5877	58.77%
PPAR gamma	+	0.6819	68.19%
Honey bee toxicity	-	0.9503	95.03%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8455	84.55%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.31%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.96%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.61%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.55%	95.50%

Plants that contains it

• Dittrichia graveolens

Cross-Links

• PubChem: 101417724
• LOTUS: LTS0268533
• wikiData: Q105375547