16-[3-(4-Hydroxyphenyl)prop-2-enoyloxy]hexadecanoic acid

Details

• Internal ID: 960828ee-b1f9-47ab-8024-41bf79c122c9
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: 16-[3-(4-hydroxyphenyl)prop-2-enoyloxy]hexadecanoic acid
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCCCCCCCCCCCCCCCC(=O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OCCCCCCCCCCCCCCCC(=O)O)O
• InChI: InChI=1S/C25H38O5/c26-23-18-15-22(16-19-23)17-20-25(29)30-21-13-11-9-7-5-3-1-2-4-6-8-10-12-14-24(27)28/h15-20,26H,1-14,21H2,(H,27,28)
• InChI Key: IZLJZZQDIZKMMG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₅
• Molecular Weight: 418.60 g/mol
• Exact Mass: 418.27192431 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.7411	74.11%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.9569	95.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8292	82.92%
BSEP inhibitior	+	0.7825	78.25%
P-glycoprotein inhibitior	-	0.5215	52.15%
P-glycoprotein substrate	-	0.9405	94.05%
CYP3A4 substrate	-	0.5507	55.07%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.8012	80.12%
CYP2C9 inhibition	-	0.9172	91.72%
CYP2C19 inhibition	-	0.6456	64.56%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.8561	85.61%
CYP2C8 inhibition	+	0.6782	67.82%
CYP inhibitory promiscuity	-	0.9251	92.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.4774	47.74%
Skin irritation	-	0.8463	84.63%
Skin corrosion	-	0.9866	98.66%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7121	71.21%
Micronuclear	-	0.8541	85.41%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.8322	83.22%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5503	55.03%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7028	70.28%
Acute Oral Toxicity (c)	III	0.6890	68.90%
Estrogen receptor binding	+	0.7326	73.26%
Androgen receptor binding	+	0.7867	78.67%
Thyroid receptor binding	-	0.5481	54.81%
Glucocorticoid receptor binding	+	0.5516	55.16%
Aromatase binding	+	0.6239	62.39%
PPAR gamma	+	0.5699	56.99%
Honey bee toxicity	-	0.9510	95.10%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9699	96.99%

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	97.04%	99.17%
CHEMBL3194	P02766	Transthyretin	95.03%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.91%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.41%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.29%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.37%	91.71%
CHEMBL2581	P07339	Cathepsin D	87.59%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	86.25%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.23%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.61%	89.67%

Plants that contains it

• Evolvulus nummularius

Cross-Links

• PubChem: 162903868
• LOTUS: LTS0144537
• wikiData: Q105123283