19-(2-Furyl)nonadeca-5,7-diynoic acid

Details

• Internal ID: 0f5b5f33-847c-4e04-9dcc-cafff895a370
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 19-(furan-2-yl)nonadeca-5,7-diynoic acid
• SMILES (Canonical): C1=COC(=C1)CCCCCCCCCCCC#CC#CCCCC(=O)O
• SMILES (Isomeric): C1=COC(=C1)CCCCCCCCCCCC#CC#CCCCC(=O)O
• InChI: InChI=1S/C23H32O3/c24-23(25)20-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-18-22-19-17-21-26-22/h17,19,21H,1-5,7,9,11,13-16,18,20H2,(H,24,25)
• InChI Key: AZDANMRNWNLXOP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₃
• Molecular Weight: 356.50 g/mol
• Exact Mass: 356.23514488 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 5.98
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

• CHEBI:65935
• 874163-29-8
• CHEMBL495481
• DTXSID30467561
• 19-(2-Furyl)-5,7-nonadecadiyneoic acid
• 19-(furan-2-yl)nonadeca-5,7-diynoic acid
• Q27134434
• InChI=1/C23H32O3/c24-23(25)20-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-18-22-19-17-21-26-22/h17,19,21H,1-5,7,9,11,13-16,18,20H2,(H,24,25

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	-	0.7469	74.69%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7632	76.32%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4725	47.25%
P-glycoprotein inhibitior	-	0.6133	61.33%
P-glycoprotein substrate	-	0.9179	91.79%
CYP3A4 substrate	-	0.5612	56.12%
CYP2C9 substrate	-	0.6091	60.91%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.9199	91.99%
CYP2C9 inhibition	-	0.8091	80.91%
CYP2C19 inhibition	-	0.7744	77.44%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.7843	78.43%
CYP2C8 inhibition	-	0.6176	61.76%
CYP inhibitory promiscuity	-	0.9073	90.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5302	53.02%
Eye corrosion	-	0.6260	62.60%
Eye irritation	+	0.5560	55.60%
Skin irritation	+	0.5602	56.02%
Skin corrosion	-	0.5211	52.11%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7377	73.77%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7518	75.18%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6569	65.69%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5962	59.62%
Acute Oral Toxicity (c)	III	0.6778	67.78%
Estrogen receptor binding	+	0.6266	62.66%
Androgen receptor binding	-	0.6166	61.66%
Thyroid receptor binding	+	0.7023	70.23%
Glucocorticoid receptor binding	-	0.5388	53.88%
Aromatase binding	-	0.5997	59.97%
PPAR gamma	+	0.7466	74.66%
Honey bee toxicity	-	0.9654	96.54%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6721	67.21%

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	97.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.13%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.56%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.85%	94.45%
CHEMBL1781	P11387	DNA topoisomerase I	84.51%	97.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.99%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.94%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	81.49%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.27%	96.00%

Plants that contains it

• Polyalthia evecta

Cross-Links

• PubChem: 11494158
• NPASS: NPC254958
• LOTUS: LTS0196012
• wikiData: Q27134434