3-[4-Hydroxy-2,5-bis(3-methylbut-2-enyl)phenyl]prop-2-enoic acid

Details

• Internal ID: 15c009da-f619-4e5c-8721-bef57b2582a8
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
• IUPAC Name: 3-[4-hydroxy-2,5-bis(3-methylbut-2-enyl)phenyl]prop-2-enoic acid
• InChI: InChI=1S/C19H24O3/c1-13(2)5-7-16-12-18(20)17(8-6-14(3)4)11-15(16)9-10-19(21)22/h5-6,9-12,20H,7-8H2,1-4H3,(H,21,22)
• InChI Key: FKXGYQIWTOHMAE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8760	87.60%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8826	88.26%
OATP2B1 inhibitior	-	0.8487	84.87%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8603	86.03%
P-glycoprotein inhibitior	-	0.8054	80.54%
P-glycoprotein substrate	-	0.8797	87.97%
CYP3A4 substrate	-	0.6342	63.42%
CYP2C9 substrate	-	0.5994	59.94%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.7461	74.61%
CYP2C9 inhibition	+	0.7297	72.97%
CYP2C19 inhibition	+	0.7081	70.81%
CYP2D6 inhibition	-	0.7345	73.45%
CYP1A2 inhibition	+	0.5506	55.06%
CYP2C8 inhibition	-	0.8724	87.24%
CYP inhibitory promiscuity	+	0.7193	71.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6916	69.16%
Carcinogenicity (trinary)	Non-required	0.7250	72.50%
Eye corrosion	-	0.9563	95.63%
Eye irritation	+	0.6046	60.46%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8057	80.57%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6750	67.50%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.6887	68.87%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5617	56.17%
Acute Oral Toxicity (c)	III	0.7138	71.38%
Estrogen receptor binding	+	0.8256	82.56%
Androgen receptor binding	-	0.4860	48.60%
Thyroid receptor binding	+	0.6361	63.61%
Glucocorticoid receptor binding	+	0.7897	78.97%
Aromatase binding	+	0.7350	73.50%
PPAR gamma	+	0.9091	90.91%
Honey bee toxicity	-	0.9631	96.31%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	97.08%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.33%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	92.11%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.98%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.82%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.89%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.46%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.88%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.70%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.77%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.33%	94.45%
CHEMBL3194	P02766	Transthyretin	82.14%	90.71%

Plants that contains it

• Baccharis scandens

Cross-Links

• PubChem: 163002652
• LOTUS: LTS0262678
• wikiData: Q104996864