Plastoquinone-1

Details

• Internal ID: ab9c1467-cc43-4665-bbac-b658eccc953e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 2,3-dimethyl-5-(3-methylbut-2-enyl)cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C(=CC1=O)CC=C(C)C)C
• SMILES (Isomeric): CC1=C(C(=O)C(=CC1=O)CC=C(C)C)C
• InChI: InChI=1S/C13H16O2/c1-8(2)5-6-11-7-12(14)9(3)10(4)13(11)15/h5,7H,6H2,1-4H3
• InChI Key: VBFJJMPOYIKNHB-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26 g/mol
• Exact Mass: 204.115029749 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• SCHEMBL422027
• CHEBI:17757
• CHEBI:80663
• 2,3-dimethyl-5-(3-methylbut-2-enyl)cyclohexa-2,5-diene-1,4-dione
• 2,3-dimethyl-6-(n-prenyl)-1,4-benzoquinone
• C02061
• Q27149705

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8820	88.20%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7118	71.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9402	94.02%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7525	75.25%
P-glycoprotein inhibitior	-	0.9629	96.29%
P-glycoprotein substrate	-	0.9540	95.40%
CYP3A4 substrate	-	0.6058	60.58%
CYP2C9 substrate	-	0.7707	77.07%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.9150	91.50%
CYP2C9 inhibition	-	0.7563	75.63%
CYP2C19 inhibition	-	0.6713	67.13%
CYP2D6 inhibition	-	0.8201	82.01%
CYP1A2 inhibition	-	0.7161	71.61%
CYP2C8 inhibition	-	0.9874	98.74%
CYP inhibitory promiscuity	-	0.5731	57.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6140	61.40%
Carcinogenicity (trinary)	Non-required	0.6084	60.84%
Eye corrosion	-	0.8076	80.76%
Eye irritation	+	0.8932	89.32%
Skin irritation	+	0.7163	71.63%
Skin corrosion	-	0.8596	85.96%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6696	66.96%
skin sensitisation	+	0.9371	93.71%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5690	56.90%
Acute Oral Toxicity (c)	III	0.4861	48.61%
Estrogen receptor binding	-	0.6847	68.47%
Androgen receptor binding	+	0.5412	54.12%
Thyroid receptor binding	-	0.8106	81.06%
Glucocorticoid receptor binding	-	0.5607	56.07%
Aromatase binding	-	0.6084	60.84%
PPAR gamma	-	0.6708	67.08%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9526	95.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.22%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.90%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.85%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.57%	96.00%

Plants that contains it

• Ocimum basilicum
• Persicaria orientalis
• Taraxacum officinale
• Vicia faba

Cross-Links

• PubChem: 10219885
• NPASS: NPC109736