3-methoxy-5-methyl-2-[(2R)-6-methylhept-5-en-2-yl]cyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 4628290e-380d-45eb-b931-ba8bd34220df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-methoxy-5-methyl-2-[(2R)-6-methylhept-5-en-2-yl]cyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C16H22O3/c1-10(2)7-6-8-11(3)14-13(17)9-12(4)15(18)16(14)19-5/h7,9,11H,6,8H2,1-5H3/t11-/m1/s1
• InChI Key: ZRYXYAKZPMCVPG-LLVKDONJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 3
• 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	+	0.9946	99.46%
Caco-2	+	0.8302	83.02%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7974	79.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6992	69.92%
P-glycoprotein inhibitior	-	0.8776	87.76%
P-glycoprotein substrate	-	0.9081	90.81%
CYP3A4 substrate	-	0.5116	51.16%
CYP2C9 substrate	-	0.7759	77.59%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	-	0.9144	91.44%
CYP2C9 inhibition	-	0.7853	78.53%
CYP2C19 inhibition	-	0.6704	67.04%
CYP2D6 inhibition	-	0.8750	87.50%
CYP1A2 inhibition	-	0.6621	66.21%
CYP2C8 inhibition	-	0.9695	96.95%
CYP inhibitory promiscuity	-	0.7667	76.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7114	71.14%
Carcinogenicity (trinary)	Non-required	0.5690	56.90%
Eye corrosion	-	0.9405	94.05%
Eye irritation	-	0.5054	50.54%
Skin irritation	-	0.6074	60.74%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7414	74.14%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5535	55.35%
skin sensitisation	+	0.4753	47.53%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.6460	64.60%
Acute Oral Toxicity (c)	III	0.8268	82.68%
Estrogen receptor binding	-	0.5575	55.75%
Androgen receptor binding	+	0.5518	55.18%
Thyroid receptor binding	+	0.5130	51.30%
Glucocorticoid receptor binding	-	0.6112	61.12%
Aromatase binding	-	0.7721	77.21%
PPAR gamma	-	0.6050	60.50%
Honey bee toxicity	-	0.8493	84.93%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9506	95.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.64%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	93.18%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.36%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.81%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.23%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.86%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.83%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.03%	85.14%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.87%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.81%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.13%	93.56%

Plants that contains it

• Coreopsis fasciculata

Cross-Links

• PubChem: 102204926
• LOTUS: LTS0029750
• wikiData: Q105382346