Acetylbakuchiol

Details

• Internal ID: 0076871f-92da-45e8-b657-8134b6bd4236
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: [4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenyl] acetate
• InChI: InChI=1S/C20H26O2/c1-6-20(5,14-7-8-16(2)3)15-13-18-9-11-19(12-10-18)22-17(4)21/h6,8-13,15H,1,7,14H2,2-5H3/b15-13+/t20-/m1/s1
• InChI Key: KLWKVZWSRSGVHJ-UPTIQUDWSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.56
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• CHEMBL408851
• BDBM50478313

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.7624	76.24%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7213	72.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9292	92.92%
OATP1B3 inhibitior	+	0.8298	82.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9537	95.37%
P-glycoprotein inhibitior	-	0.7664	76.64%
P-glycoprotein substrate	-	0.9285	92.85%
CYP3A4 substrate	+	0.5107	51.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.6713	67.13%
CYP2C9 inhibition	-	0.7269	72.69%
CYP2C19 inhibition	+	0.6143	61.43%
CYP2D6 inhibition	-	0.8479	84.79%
CYP1A2 inhibition	+	0.5393	53.93%
CYP2C8 inhibition	-	0.6860	68.60%
CYP inhibitory promiscuity	-	0.5886	58.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6282	62.82%
Carcinogenicity (trinary)	Non-required	0.4928	49.28%
Eye corrosion	-	0.9293	92.93%
Eye irritation	-	0.8154	81.54%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9729	97.29%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8739	87.39%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.8163	81.63%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.8355	83.55%
Acute Oral Toxicity (c)	III	0.8311	83.11%
Estrogen receptor binding	+	0.8949	89.49%
Androgen receptor binding	+	0.6046	60.46%
Thyroid receptor binding	+	0.6685	66.85%
Glucocorticoid receptor binding	-	0.5291	52.91%
Aromatase binding	+	0.8098	80.98%
PPAR gamma	+	0.6782	67.82%
Honey bee toxicity	-	0.6927	69.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	95.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.63%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.36%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.66%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.02%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.92%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.33%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.10%	96.12%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.57%	85.31%

Plants that contains it

• Cullen corylifolium

Cross-Links

• PubChem: 44450293
• LOTUS: LTS0177489
• wikiData: Q105142848