22-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxydocosanoic acid

Details

• Internal ID: 99234e9b-4719-40a3-902e-f781f7e2f9fd
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: 22-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxydocosanoic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCCCCCCCCCCCCCCCCCCCCCC(=O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OCCCCCCCCCCCCCCCCCCCCCC(=O)O)O
• InChI: InChI=1S/C32H52O6/c1-37-30-27-28(22-24-29(30)33)23-25-32(36)38-26-20-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-19-21-31(34)35/h22-25,27,33H,2-21,26H2,1H3,(H,34,35)/b25-23+
• InChI Key: RNKDQPOFWZGWEJ-WJTDDFOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₆
• Molecular Weight: 532.80 g/mol
• Exact Mass: 532.37638937 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 11.10
• Atomic LogP (AlogP): 8.84
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9528	95.28%
Caco-2	-	0.7551	75.51%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.9338	93.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9264	92.64%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	+	0.7860	78.60%
P-glycoprotein inhibitior	+	0.5884	58.84%
P-glycoprotein substrate	-	0.8888	88.88%
CYP3A4 substrate	-	0.5083	50.83%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8300	83.00%
CYP2C9 inhibition	-	0.8019	80.19%
CYP2C19 inhibition	-	0.7343	73.43%
CYP2D6 inhibition	-	0.9120	91.20%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.7691	76.91%
CYP inhibitory promiscuity	-	0.9424	94.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.7544	75.44%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8377	83.77%
Skin irritation	-	0.7788	77.88%
Skin corrosion	-	0.9725	97.25%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7482	74.82%
Micronuclear	-	0.8323	83.23%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.7985	79.85%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.8197	81.97%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8804	88.04%
Acute Oral Toxicity (c)	III	0.6921	69.21%
Estrogen receptor binding	+	0.8225	82.25%
Androgen receptor binding	+	0.7950	79.50%
Thyroid receptor binding	-	0.5375	53.75%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5577	55.77%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9582	95.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9640	96.40%

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	98.56%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.80%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.05%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.81%	96.00%
CHEMBL3194	P02766	Transthyretin	96.33%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.24%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.25%	89.62%
CHEMBL2581	P07339	Cathepsin D	86.67%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	85.21%	91.49%
CHEMBL1255126	O15151	Protein Mdm4	82.45%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.36%	94.45%

Plants that contains it

• Aristolochia kaempferi
• Dioscorea bulbifera
• Greigia sphacelata

Cross-Links

• PubChem: 101088376
• LOTUS: LTS0042436
• wikiData: Q105241474