2-methyl-5-[(2E,7Z)-3,7,11-trimethyl-9-oxododeca-2,7-dienyl]cyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: c8840501-c7fe-46f2-8d45-af6cae6bb196
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-methyl-5-[(2E,7Z)-3,7,11-trimethyl-9-oxododeca-2,7-dienyl]cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=CC(=O)C(=CC1=O)CC=C(C)CCCC(=CC(=O)CC(C)C)C
• SMILES (Isomeric): CC1=CC(=O)C(=CC1=O)C/C=C(\C)/CCC/C(=C\C(=O)CC(C)C)/C
• InChI: InChI=1S/C22H30O3/c1-15(2)11-20(23)12-17(4)8-6-7-16(3)9-10-19-14-21(24)18(5)13-22(19)25/h9,12-15H,6-8,10-11H2,1-5H3/b16-9+,17-12-
• InChI Key: VSBOBRKRXJJIHU-QYAHGZNPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.21949481 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.7250	72.50%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8376	83.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9107	91.07%
P-glycoprotein inhibitior	+	0.6862	68.62%
P-glycoprotein substrate	-	0.7143	71.43%
CYP3A4 substrate	+	0.5237	52.37%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8295	82.95%
CYP2C9 inhibition	-	0.7859	78.59%
CYP2C19 inhibition	-	0.7838	78.38%
CYP2D6 inhibition	-	0.8976	89.76%
CYP1A2 inhibition	-	0.7592	75.92%
CYP2C8 inhibition	-	0.9065	90.65%
CYP inhibitory promiscuity	-	0.8317	83.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8123	81.23%
Carcinogenicity (trinary)	Non-required	0.6191	61.91%
Eye corrosion	-	0.9425	94.25%
Eye irritation	-	0.9219	92.19%
Skin irritation	+	0.5094	50.94%
Skin corrosion	-	0.9735	97.35%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8263	82.63%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.7797	77.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5941	59.41%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.6496	64.96%
Acute Oral Toxicity (c)	II	0.4611	46.11%
Estrogen receptor binding	-	0.6958	69.58%
Androgen receptor binding	-	0.5421	54.21%
Thyroid receptor binding	+	0.6061	60.61%
Glucocorticoid receptor binding	+	0.5374	53.74%
Aromatase binding	-	0.5646	56.46%
PPAR gamma	+	0.5590	55.90%
Honey bee toxicity	-	0.9271	92.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.33%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.26%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.88%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.81%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.35%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.39%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.99%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.34%	85.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.65%	85.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.21%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11035274
• LOTUS: LTS0018905
• wikiData: Q105292105