3,5-Diprenyl-4-hydroxybenzaldehyde

Details

• Internal ID: 3c3f31f1-851e-4ba2-9169-9003c7410331
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzaldehydes > Hydroxybenzaldehydes
• IUPAC Name: 4-hydroxy-3,5-bis(3-methylbut-2-enyl)benzaldehyde
• SMILES (Canonical): CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)C=O)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)C=O)C
• InChI: InChI=1S/C17H22O2/c1-12(2)5-7-15-9-14(11-18)10-16(17(15)19)8-6-13(3)4/h5-6,9-11,19H,7-8H2,1-4H3
• InChI Key: OHVUELCNFASQGY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₂
• Molecular Weight: 258.35 g/mol
• Exact Mass: 258.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 52275-04-4
• 4-Hydroxy-3,5-bis(3-methylbut-2-enyl)benzaldehyde
• CCA27504
• HY-N1791
• AKOS022184716
• FS-9298
• CS-0017644

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7142	71.42%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8899	88.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7729	77.29%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8793	87.93%
P-glycoprotein substrate	-	0.9439	94.39%
CYP3A4 substrate	-	0.6640	66.40%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7184	71.84%
CYP3A4 inhibition	-	0.6987	69.87%
CYP2C9 inhibition	-	0.5555	55.55%
CYP2C19 inhibition	+	0.6577	65.77%
CYP2D6 inhibition	-	0.8100	81.00%
CYP1A2 inhibition	+	0.7292	72.92%
CYP2C8 inhibition	-	0.9420	94.20%
CYP inhibitory promiscuity	+	0.6895	68.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6962	69.62%
Carcinogenicity (trinary)	Non-required	0.7681	76.81%
Eye corrosion	-	0.8437	84.37%
Eye irritation	+	0.9764	97.64%
Skin irritation	+	0.5068	50.68%
Skin corrosion	-	0.7628	76.28%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6076	60.76%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7428	74.28%
skin sensitisation	+	0.8820	88.20%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8129	81.29%
Estrogen receptor binding	+	0.8211	82.11%
Androgen receptor binding	+	0.5370	53.70%
Thyroid receptor binding	+	0.5172	51.72%
Glucocorticoid receptor binding	+	0.7333	73.33%
Aromatase binding	+	0.7080	70.80%
PPAR gamma	+	0.8559	85.59%
Honey bee toxicity	-	0.9498	94.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.38%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.07%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	92.66%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.19%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	87.80%	98.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.46%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.30%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.89%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.74%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.59%	94.45%
CHEMBL4208	P20618	Proteasome component C5	81.12%	90.00%

Plants that contains it

• Eurycorymbus cavaleriei
• Senecio erubescens

Cross-Links

• PubChem: 71519781
• LOTUS: LTS0232110
• wikiData: Q105192330