3-Hydroxypentadeca-7,9,13-trien-11-ynoic acid

Details

• Internal ID: cc72ca8d-0d84-4529-8a15-d9c63a88d4f7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 3-hydroxypentadeca-7,9,13-trien-11-ynoic acid
• SMILES (Canonical): CC=CC#CC=CC=CCCCC(CC(=O)O)O
• SMILES (Isomeric): CC=CC#CC=CC=CCCCC(CC(=O)O)O
• InChI: InChI=1S/C15H20O3/c1-2-3-4-5-6-7-8-9-10-11-12-14(16)13-15(17)18/h2-3,6-9,14,16H,10-13H2,1H3,(H,17,18)
• InChI Key: GDBUBWUKJZSBJS-UHFFFAOYSA-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): 57.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8948	89.48%
Caco-2	-	0.6328	63.28%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7520	75.20%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.7222	72.22%
P-glycoprotein inhibitior	-	0.9444	94.44%
P-glycoprotein substrate	-	0.8321	83.21%
CYP3A4 substrate	-	0.5119	51.19%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.8419	84.19%
CYP2C9 inhibition	-	0.7810	78.10%
CYP2C19 inhibition	-	0.8689	86.89%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.6283	62.83%
CYP2C8 inhibition	-	0.9453	94.53%
CYP inhibitory promiscuity	-	0.8721	87.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7720	77.20%
Carcinogenicity (trinary)	Non-required	0.6712	67.12%
Eye corrosion	-	0.6303	63.03%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.5481	54.81%
Skin corrosion	-	0.6308	63.08%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4751	47.51%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7626	76.26%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.7784	77.84%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5369	53.69%
Acute Oral Toxicity (c)	III	0.5658	56.58%
Estrogen receptor binding	+	0.6092	60.92%
Androgen receptor binding	-	0.6896	68.96%
Thyroid receptor binding	-	0.5120	51.20%
Glucocorticoid receptor binding	+	0.7366	73.66%
Aromatase binding	+	0.6297	62.97%
PPAR gamma	+	0.6707	67.07%
Honey bee toxicity	-	0.9102	91.02%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6782	67.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.33%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.11%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.08%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.46%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.60%	91.11%

Plants that contains it

• Baccharis pedunculata

Cross-Links

• PubChem: 162978498
• LOTUS: LTS0158814
• wikiData: Q105006639