3-(3,7-Dimethylocta-2,6-dienoyl)-4-hydroxybenzoic acid

Details

• Internal ID: b2b12a8d-eac2-499a-b051-3d88dff5d13a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 3-(3,7-dimethylocta-2,6-dienoyl)-4-hydroxybenzoic acid
• SMILES (Canonical): CC(=CCCC(=CC(=O)C1=C(C=CC(=C1)C(=O)O)O)C)C
• SMILES (Isomeric): CC(=CCCC(=CC(=O)C1=C(C=CC(=C1)C(=O)O)O)C)C
• InChI: InChI=1S/C17H20O4/c1-11(2)5-4-6-12(3)9-16(19)14-10-13(17(20)21)7-8-15(14)18/h5,7-10,18H,4,6H2,1-3H3,(H,20,21)
• InChI Key: MPPGIWBJWPIEDY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.97
• 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	+	0.9886	98.86%
Caco-2	+	0.6992	69.92%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8327	83.27%
OATP2B1 inhibitior	-	0.5732	57.32%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5902	59.02%
P-glycoprotein inhibitior	-	0.8952	89.52%
P-glycoprotein substrate	-	0.9196	91.96%
CYP3A4 substrate	-	0.6541	65.41%
CYP2C9 substrate	-	0.7484	74.84%
CYP2D6 substrate	-	0.8956	89.56%
CYP3A4 inhibition	-	0.7635	76.35%
CYP2C9 inhibition	+	0.6922	69.22%
CYP2C19 inhibition	+	0.5725	57.25%
CYP2D6 inhibition	-	0.7509	75.09%
CYP1A2 inhibition	+	0.6838	68.38%
CYP2C8 inhibition	-	0.6533	65.33%
CYP inhibitory promiscuity	-	0.7377	73.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6416	64.16%
Carcinogenicity (trinary)	Non-required	0.7035	70.35%
Eye corrosion	-	0.9836	98.36%
Eye irritation	+	0.6104	61.04%
Skin irritation	-	0.6368	63.68%
Skin corrosion	-	0.9091	90.91%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5549	55.49%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.6240	62.40%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4589	45.89%
Acute Oral Toxicity (c)	III	0.6574	65.74%
Estrogen receptor binding	+	0.7934	79.34%
Androgen receptor binding	+	0.6034	60.34%
Thyroid receptor binding	+	0.5563	55.63%
Glucocorticoid receptor binding	+	0.7793	77.93%
Aromatase binding	+	0.5307	53.07%
PPAR gamma	+	0.7828	78.28%
Honey bee toxicity	-	0.9453	94.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.30%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.89%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.62%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.93%	92.08%
CHEMBL2581	P07339	Cathepsin D	90.40%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.15%	94.73%
CHEMBL3194	P02766	Transthyretin	88.89%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.83%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.53%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.35%	95.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.97%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.71%	90.71%

Plants that contains it

• Piper crassinervium
• Piper lhotzkyanum
• Piper murrayanum

Cross-Links

• PubChem: 78127309
• LOTUS: LTS0063941
• wikiData: Q104171946