3-(4-Hydroxy-3-methoxyphenyl)prop-2-enyl octadeca-9,12-dienoate

Details

• Internal ID: 1efedd6e-758b-4ccd-9887-1970e4e7e70a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: 3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl octadeca-9,12-dienoate
• InChI: InChI=1S/C28H42O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-28(30)32-23-18-19-25-21-22-26(29)27(24-25)31-2/h7-8,10-11,18-19,21-22,24,29H,3-6,9,12-17,20,23H2,1-2H3
• InChI Key: PCQITRFQXGWRQK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₄
• Molecular Weight: 442.60 g/mol
• Exact Mass: 442.30830982 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 7.77
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.5126	51.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8837	88.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7803	78.03%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9599	95.99%
P-glycoprotein inhibitior	+	0.7166	71.66%
P-glycoprotein substrate	-	0.7866	78.66%
CYP3A4 substrate	+	0.5577	55.77%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8172	81.72%
CYP3A4 inhibition	-	0.5392	53.92%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.6030	60.30%
CYP2D6 inhibition	-	0.8476	84.76%
CYP1A2 inhibition	-	0.5236	52.36%
CYP2C8 inhibition	+	0.8510	85.10%
CYP inhibitory promiscuity	-	0.7741	77.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7743	77.43%
Carcinogenicity (trinary)	Non-required	0.7201	72.01%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8497	84.97%
Skin irritation	-	0.8075	80.75%
Skin corrosion	-	0.9859	98.59%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3699	36.99%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.5413	54.13%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.8334	83.34%
Acute Oral Toxicity (c)	III	0.6428	64.28%
Estrogen receptor binding	+	0.8057	80.57%
Androgen receptor binding	-	0.5133	51.33%
Thyroid receptor binding	-	0.5821	58.21%
Glucocorticoid receptor binding	+	0.6694	66.94%
Aromatase binding	-	0.5249	52.49%
PPAR gamma	-	0.5884	58.84%
Honey bee toxicity	-	0.9536	95.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.8378	83.78%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	99.13%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.68%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.62%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.14%	92.08%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL3194	P02766	Transthyretin	90.07%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.10%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.73%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.88%	96.95%
CHEMBL2535	P11166	Glucose transporter	82.81%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.36%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.07%	94.45%

Plants that contains it

• Cydonia oblonga

Cross-Links

• PubChem: 54182279
• LOTUS: LTS0112115
• wikiData: Q105205928