Epipyriculol

Details

• Internal ID: fe084cbf-f75e-4ccb-8eec-c2b7caebf292
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: 2-[(1E,3S,4S,5E)-3,4-dihydroxyhepta-1,5-dienyl]-6-hydroxybenzaldehyde
• InChI: InChI=1S/C14H16O4/c1-2-4-13(17)14(18)8-7-10-5-3-6-12(16)11(10)9-15/h2-9,13-14,16-18H,1H3/b4-2+,8-7+/t13-,14-/m0/s1
• InChI Key: YUQDGJSYYKKISE-BUJAFJOKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 2-[(1E,3S,4S,5E)-3,4-dihydroxyhepta-1,5-dienyl]-6-hydroxybenzaldehyde
• 2-((1E,3S,4S,5E)-3,4-dihydroxyhepta-1,5-dienyl)-6-hydroxybenzaldehyde
• RefChem:137279
• 10-epi-pyriculol
• CHEBI:156356

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	+	0.6814	68.14%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8149	81.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8518	85.18%
OATP1B3 inhibitior	+	0.9914	99.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8655	86.55%
P-glycoprotein inhibitior	-	0.9383	93.83%
P-glycoprotein substrate	-	0.8666	86.66%
CYP3A4 substrate	-	0.5900	59.00%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8248	82.48%
CYP3A4 inhibition	-	0.7534	75.34%
CYP2C9 inhibition	-	0.7378	73.78%
CYP2C19 inhibition	-	0.8930	89.30%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	+	0.6179	61.79%
CYP2C8 inhibition	-	0.8563	85.63%
CYP inhibitory promiscuity	-	0.7327	73.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7634	76.34%
Carcinogenicity (trinary)	Non-required	0.5752	57.52%
Eye corrosion	+	0.4913	49.13%
Eye irritation	+	0.6204	62.04%
Skin irritation	+	0.8322	83.22%
Skin corrosion	+	0.6036	60.36%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.8209	82.09%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.8983	89.83%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5488	54.88%
Acute Oral Toxicity (c)	III	0.7672	76.72%
Estrogen receptor binding	+	0.5502	55.02%
Androgen receptor binding	-	0.6898	68.98%
Thyroid receptor binding	-	0.5435	54.35%
Glucocorticoid receptor binding	-	0.8131	81.31%
Aromatase binding	+	0.5306	53.06%
PPAR gamma	+	0.6888	68.88%
Honey bee toxicity	-	0.9127	91.27%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9617	96.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.73%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.22%	98.11%
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.01%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.16%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.92%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.51%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.44%	86.33%

Plants that contains it

• Viola philippica

Cross-Links

• PubChem: 13873379
• NPASS: NPC168865
• LOTUS: LTS0212625
• wikiData: Q77512537