2-Methyl-6-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)cyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: ecf673ab-7a8e-461b-8fa6-a6f5a5fd44a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-methyl-6-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=CC(=O)C=C(C1=O)CC=C(C)CCC=C(C)CCC=C(C)C
• SMILES (Isomeric): CC1=CC(=O)C=C(C1=O)C/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
• InChI: InChI=1S/C22H30O2/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-20-15-21(23)14-19(5)22(20)24/h8,10,12,14-15H,6-7,9,11,13H2,1-5H3/b17-10+,18-12+
• InChI Key: WJKQTIOYPFPGQW-VZRGJMDUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₂
• Molecular Weight: 326.50 g/mol
• Exact Mass: 326.224580195 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.82
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• 2-Demethylplastoquinone 3
• WJKQTIOYPFPGQW-VZRGJMDUSA-N
• 2,5-Cyclohexadiene-1,4-dione, 2-methyl-6-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-, (E,E)-
• 2,5-Cyclohexadiene-1,4-dione, 2-methyl-6-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-
• 2,5-Cyclohexadiene-1,4-dione, 2-methyl-6-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl]-
• 2-Methyl-6-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)cyclohexa-2,5-diene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8029	80.29%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7497	74.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9182	91.82%
P-glycoprotein inhibitior	-	0.4636	46.36%
P-glycoprotein substrate	-	0.9177	91.77%
CYP3A4 substrate	-	0.5342	53.42%
CYP2C9 substrate	-	0.7707	77.07%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.9101	91.01%
CYP2C9 inhibition	-	0.6945	69.45%
CYP2C19 inhibition	-	0.6987	69.87%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	-	0.5676	56.76%
CYP2C8 inhibition	-	0.9541	95.41%
CYP inhibitory promiscuity	-	0.7179	71.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6061	60.61%
Eye corrosion	-	0.8994	89.94%
Eye irritation	-	0.8127	81.27%
Skin irritation	+	0.5993	59.93%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8829	88.29%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	+	0.8567	85.67%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6053	60.53%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.4911	49.11%
Acute Oral Toxicity (c)	III	0.5759	57.59%
Estrogen receptor binding	-	0.4750	47.50%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5242	52.42%
Glucocorticoid receptor binding	+	0.5798	57.98%
Aromatase binding	-	0.5104	51.04%
PPAR gamma	+	0.7893	78.93%
Honey bee toxicity	-	0.8627	86.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9929	99.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.81%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	92.68%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.13%	95.56%

Plants that contains it

• Conioselinum anthriscoides
• Ligusticum officinale

Cross-Links

• PubChem: 91726743
• NPASS: NPC292632
• LOTUS: LTS0157041
• wikiData: Q105306898