3-(3-Hydroxy-3-methylbut-1-enyl)-4-methoxy-5-(3-methylbut-2-enyl)benzoic acid

Details

• Internal ID: 927f7d1b-feca-4456-ae96-c76ac26f8c1f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > P-methoxybenzoic acids and derivatives
• IUPAC Name: 3-(3-hydroxy-3-methylbut-1-enyl)-4-methoxy-5-(3-methylbut-2-enyl)benzoic acid
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C(=O)O)C=CC(C)(C)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C(=O)O)C=CC(C)(C)O)OC)C
• InChI: InChI=1S/C18H24O4/c1-12(2)6-7-13-10-15(17(19)20)11-14(16(13)22-5)8-9-18(3,4)21/h6,8-11,21H,7H2,1-5H3,(H,19,20)
• InChI Key: APIWMBUGOVSRBI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 3
• 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	+	0.9925	99.25%
Caco-2	+	0.8287	82.87%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8559	85.59%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.8719	87.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5856	58.56%
P-glycoprotein inhibitior	-	0.8810	88.10%
P-glycoprotein substrate	-	0.8728	87.28%
CYP3A4 substrate	-	0.5423	54.23%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.8178	81.78%
CYP2C9 inhibition	+	0.5566	55.66%
CYP2C19 inhibition	+	0.6504	65.04%
CYP2D6 inhibition	-	0.8682	86.82%
CYP1A2 inhibition	-	0.6261	62.61%
CYP2C8 inhibition	-	0.6386	63.86%
CYP inhibitory promiscuity	-	0.5066	50.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6734	67.34%
Carcinogenicity (trinary)	Non-required	0.6597	65.97%
Eye corrosion	-	0.9784	97.84%
Eye irritation	+	0.7947	79.47%
Skin irritation	-	0.6220	62.20%
Skin corrosion	-	0.9748	97.48%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4938	49.38%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.5485	54.85%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6323	63.23%
Acute Oral Toxicity (c)	III	0.7163	71.63%
Estrogen receptor binding	+	0.7678	76.78%
Androgen receptor binding	-	0.7558	75.58%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.6891	68.91%
Aromatase binding	+	0.5816	58.16%
PPAR gamma	+	0.8117	81.17%
Honey bee toxicity	-	0.8834	88.34%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	94.59%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.24%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.73%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.15%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.64%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.44%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.16%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.94%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.76%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.34%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.98%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.10%	91.19%

Plants that contains it

• Piper acutifolium

Cross-Links

• PubChem: 162940626
• LOTUS: LTS0226391
• wikiData: Q104916330