2-Methoxy-3,5-dimethyl-6-[1,3,6-trimethyl-4-(3-oxopent-1-en-2-yl)-6-bicyclo[3.1.0]hex-2-enyl]pyran-4-one

Details

• Internal ID: 3d9ac4f3-c281-4077-96aa-b7ec0d9dbade
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 2-methoxy-3,5-dimethyl-6-[1,3,6-trimethyl-4-(3-oxopent-1-en-2-yl)-6-bicyclo[3.1.0]hex-2-enyl]pyran-4-one
• SMILES (Canonical): CCC(=O)C(=C)C1C2C(C2(C)C3=C(C(=O)C(=C(O3)OC)C)C)(C=C1C)C
• SMILES (Isomeric): CCC(=O)C(=C)C1C2C(C2(C)C3=C(C(=O)C(=C(O3)OC)C)C)(C=C1C)C
• InChI: InChI=1S/C22H28O4/c1-9-15(23)12(3)16-11(2)10-21(6)18(16)22(21,7)19-13(4)17(24)14(5)20(25-8)26-19/h10,16,18H,3,9H2,1-2,4-8H3
• InChI Key: LAEXYWGAQZSIEJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₄
• Molecular Weight: 356.50 g/mol
• Exact Mass: 356.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.6185	61.85%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7139	71.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8786	87.86%
OATP1B3 inhibitior	+	0.9255	92.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7241	72.41%
P-glycoprotein inhibitior	-	0.4841	48.41%
P-glycoprotein substrate	-	0.6641	66.41%
CYP3A4 substrate	+	0.5929	59.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8171	81.71%
CYP3A4 inhibition	+	0.5170	51.70%
CYP2C9 inhibition	-	0.5230	52.30%
CYP2C19 inhibition	+	0.7876	78.76%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.6599	65.99%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.8382	83.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.5624	56.24%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.7997	79.97%
Skin irritation	-	0.7920	79.20%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8236	82.36%
Micronuclear	+	0.5918	59.18%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7215	72.15%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6262	62.62%
Acute Oral Toxicity (c)	III	0.5040	50.40%
Estrogen receptor binding	+	0.7847	78.47%
Androgen receptor binding	+	0.6458	64.58%
Thyroid receptor binding	+	0.6244	62.44%
Glucocorticoid receptor binding	+	0.6322	63.22%
Aromatase binding	+	0.5709	57.09%
PPAR gamma	+	0.7444	74.44%
Honey bee toxicity	-	0.7897	78.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	93.25%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.18%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.62%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.31%	94.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.36%	85.30%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.97%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.90%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.82%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.09%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.78%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73834870
• LOTUS: LTS0136250
• wikiData: Q105148609