5-[(2R,5E)-2,6-dimethylocta-5,7-dienyl]furan-3-carboxylic acid

Details

• Internal ID: 8405ab27-37ec-49ab-8e75-3ca9d55e8703
• Taxonomy: Organoheterocyclic compounds > Furans > Furoic acid and derivatives > Furoic acids
• IUPAC Name: 5-[(2R,5E)-2,6-dimethylocta-5,7-dienyl]furan-3-carboxylic acid
• SMILES (Canonical): CC(CCC=C(C)C=C)CC1=CC(=CO1)C(=O)O
• SMILES (Isomeric): C[C@H](CC/C=C(\C)/C=C)CC1=CC(=CO1)C(=O)O
• InChI: InChI=1S/C15H20O3/c1-4-11(2)6-5-7-12(3)8-14-9-13(10-18-14)15(16)17/h4,6,9-10,12H,1,5,7-8H2,2-3H3,(H,16,17)/b11-6+/t12-/m1/s1
• InChI Key: OBTTZAFAGQEVHZ-IGEMTJHASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.7455	74.55%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.4595	45.95%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.9185	91.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9106	91.06%
P-glycoprotein inhibitior	-	0.9435	94.35%
P-glycoprotein substrate	-	0.8247	82.47%
CYP3A4 substrate	-	0.5557	55.57%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8930	89.30%
CYP3A4 inhibition	-	0.5987	59.87%
CYP2C9 inhibition	-	0.8221	82.21%
CYP2C19 inhibition	-	0.7049	70.49%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	+	0.5316	53.16%
CYP2C8 inhibition	-	0.8289	82.89%
CYP inhibitory promiscuity	-	0.7622	76.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.5797	57.97%
Eye corrosion	-	0.8589	85.89%
Eye irritation	-	0.7260	72.60%
Skin irritation	+	0.5572	55.72%
Skin corrosion	-	0.8815	88.15%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5848	58.48%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5306	53.06%
skin sensitisation	-	0.5510	55.10%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5849	58.49%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6828	68.28%
Acute Oral Toxicity (c)	III	0.6120	61.20%
Estrogen receptor binding	-	0.7134	71.34%
Androgen receptor binding	-	0.5914	59.14%
Thyroid receptor binding	-	0.7171	71.71%
Glucocorticoid receptor binding	+	0.5898	58.98%
Aromatase binding	-	0.7100	71.00%
PPAR gamma	+	0.7425	74.25%
Honey bee toxicity	-	0.8927	89.27%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.9780	97.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.08%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.25%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.14%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.39%	90.71%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.68%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.83%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.77%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.62%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.09%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.69%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.26%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.74%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.23%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.31%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.58%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190326
• LOTUS: LTS0255258
• wikiData: Q105189167