(8E,10E,12E,14R)-1-Acetoxy-8,10,12-heptadecatriene-4,6-diyne-14-ol

Details

• Internal ID: 5aaffb06-80c2-42f5-b2a3-f1876d9326ce
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: [(8E,10E,12E,14R)-14-hydroxyheptadeca-8,10,12-trien-4,6-diynyl] acetate
• SMILES (Canonical): CCCC(C=CC=CC=CC#CC#CCCCOC(=O)C)O
• SMILES (Isomeric): CCC[C@H](/C=C/C=C/C=C/C#CC#CCCCOC(=O)C)O
• InChI: InChI=1S/C19H24O3/c1-3-15-19(21)16-13-11-9-7-5-4-6-8-10-12-14-17-22-18(2)20/h5,7,9,11,13,16,19,21H,3,12,14-15,17H2,1-2H3/b7-5+,11-9+,16-13+/t19-/m1/s1
• InChI Key: OHFODISPAOYBLZ-PDYGGIGGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5312	53.12%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7598	75.98%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5600	56.00%
P-glycoprotein inhibitior	-	0.7368	73.68%
P-glycoprotein substrate	-	0.7509	75.09%
CYP3A4 substrate	+	0.5841	58.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.7702	77.02%
CYP2C9 inhibition	-	0.9194	91.94%
CYP2C19 inhibition	-	0.9053	90.53%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.5675	56.75%
CYP2C8 inhibition	-	0.7410	74.10%
CYP inhibitory promiscuity	-	0.8260	82.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.7074	70.74%
Eye corrosion	-	0.5712	57.12%
Eye irritation	-	0.9264	92.64%
Skin irritation	+	0.5571	55.71%
Skin corrosion	-	0.5000	50.00%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3823	38.23%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	+	0.7010	70.10%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.9020	90.20%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.7790	77.90%
Acute Oral Toxicity (c)	I	0.3970	39.70%
Estrogen receptor binding	+	0.5856	58.56%
Androgen receptor binding	-	0.5902	59.02%
Thyroid receptor binding	+	0.5628	56.28%
Glucocorticoid receptor binding	-	0.5231	52.31%
Aromatase binding	-	0.5282	52.82%
PPAR gamma	+	0.5291	52.91%
Honey bee toxicity	-	0.8505	85.05%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8125	81.25%

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	96.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.02%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.60%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	91.13%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.80%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.80%	97.29%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.46%	96.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.12%	92.86%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.57%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	82.55%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.97%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.49%	100.00%

Plants that contains it

• Cicuta virosa

Cross-Links

• PubChem: 15504763
• NPASS: NPC472445
• ChEMBL: CHEMBL342018