methyl 8-[(1S,5S)-5-[(E,2S)-2-hydroxypent-3-enyl]-4-oxocyclopent-2-en-1-yl]octanoate

Details

• Internal ID: 12222fc1-589f-4281-9a89-e4335fe44a00
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters > Fatty acid methyl esters
• IUPAC Name: methyl 8-[(1S,5S)-5-[(E,2S)-2-hydroxypent-3-enyl]-4-oxocyclopent-2-en-1-yl]octanoate
• SMILES (Canonical): CC=CC(CC1C(C=CC1=O)CCCCCCCC(=O)OC)O
• SMILES (Isomeric): C/C=C/[C@H](C[C@H]1[C@H](C=CC1=O)CCCCCCCC(=O)OC)O
• InChI: InChI=1S/C19H30O4/c1-3-9-16(20)14-17-15(12-13-18(17)21)10-7-5-4-6-8-11-19(22)23-2/h3,9,12-13,15-17,20H,4-8,10-11,14H2,1-2H3/b9-3+/t15-,16+,17-/m0/s1
• InChI Key: IXFHTAICVWTTRD-CNVMGQFASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₄
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	-	0.6281	62.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8693	86.93%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7748	77.48%
P-glycoprotein inhibitior	-	0.7434	74.34%
P-glycoprotein substrate	-	0.6100	61.00%
CYP3A4 substrate	+	0.5651	56.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.9315	93.15%
CYP2C9 inhibition	-	0.9594	95.94%
CYP2C19 inhibition	-	0.9512	95.12%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.9396	93.96%
CYP2C8 inhibition	-	0.8168	81.68%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.8306	83.06%
Eye corrosion	-	0.9705	97.05%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.7083	70.83%
Skin corrosion	-	0.9819	98.19%
Ames mutagenesis	-	0.8178	81.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4323	43.23%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5641	56.41%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6037	60.37%
Acute Oral Toxicity (c)	III	0.5640	56.40%
Estrogen receptor binding	-	0.4822	48.22%
Androgen receptor binding	-	0.6587	65.87%
Thyroid receptor binding	-	0.5901	59.01%
Glucocorticoid receptor binding	+	0.6061	60.61%
Aromatase binding	-	0.8095	80.95%
PPAR gamma	-	0.6656	66.56%
Honey bee toxicity	-	0.8808	88.08%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5376	53.76%
Fish aquatic toxicity	+	0.9157	91.57%

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	98.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.79%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.95%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.91%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.58%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.36%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.87%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.54%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.53%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.89%	96.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.29%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.05%	86.33%

Plants that contains it

• Artemisia anomala

Cross-Links

• PubChem: 162964301
• LOTUS: LTS0124779
• wikiData: Q105286668