2-[6-(3-Hydroperoxypent-1-en-2-yl)-1,3,5-trimethylcyclohexa-2,4-dien-1-yl]-6-methoxy-3,5-dimethylpyran-4-one

Details

• Internal ID: 4668fb4b-d1d4-4f0a-8685-ed032cbd1796
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 2-[6-(3-hydroperoxypent-1-en-2-yl)-1,3,5-trimethylcyclohexa-2,4-dien-1-yl]-6-methoxy-3,5-dimethylpyran-4-one
• SMILES (Canonical): CCC(C(=C)C1C(=CC(=CC1(C)C2=C(C(=O)C(=C(O2)OC)C)C)C)C)OO
• SMILES (Isomeric): CCC(C(=C)C1C(=CC(=CC1(C)C2=C(C(=O)C(=C(O2)OC)C)C)C)C)OO
• InChI: InChI=1S/C22H30O5/c1-9-17(27-24)14(4)18-13(3)10-12(2)11-22(18,7)20-15(5)19(23)16(6)21(25-8)26-20/h10-11,17-18,24H,4,9H2,1-3,5-8H3
• InChI Key: KCVANSMZNKFAEW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.20932405 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.87
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	+	0.5180	51.80%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7953	79.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8394	83.94%
OATP1B3 inhibitior	+	0.9053	90.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7800	78.00%
P-glycoprotein inhibitior	+	0.6625	66.25%
P-glycoprotein substrate	-	0.5332	53.32%
CYP3A4 substrate	+	0.6272	62.72%
CYP2C9 substrate	-	0.6275	62.75%
CYP2D6 substrate	-	0.7941	79.41%
CYP3A4 inhibition	-	0.6750	67.50%
CYP2C9 inhibition	-	0.5274	52.74%
CYP2C19 inhibition	+	0.7620	76.20%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.7837	78.37%
CYP2C8 inhibition	+	0.4597	45.97%
CYP inhibitory promiscuity	+	0.7577	75.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7731	77.31%
Carcinogenicity (trinary)	Non-required	0.5979	59.79%
Eye corrosion	-	0.9744	97.44%
Eye irritation	-	0.8446	84.46%
Skin irritation	-	0.7732	77.32%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6709	67.09%
Micronuclear	+	0.5518	55.18%
Hepatotoxicity	+	0.5605	56.05%
skin sensitisation	-	0.7678	76.78%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6715	67.15%
Acute Oral Toxicity (c)	III	0.5572	55.72%
Estrogen receptor binding	+	0.7639	76.39%
Androgen receptor binding	+	0.6158	61.58%
Thyroid receptor binding	+	0.6188	61.88%
Glucocorticoid receptor binding	+	0.7430	74.30%
Aromatase binding	+	0.7343	73.43%
PPAR gamma	+	0.8476	84.76%
Honey bee toxicity	-	0.8010	80.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9817	98.17%

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	95.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.48%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.14%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.16%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.55%	97.28%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.44%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.72%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73836962
• LOTUS: LTS0055051
• wikiData: Q105138965