5,5-Diisopropyl-2,2'-dimethylbiphenyl-3,3',4,4'-tetrone

Details

• Internal ID: 10206cc7-2d64-4288-be37-f8d97e9239e6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 3-methyl-4-(2-methyl-3,4-dioxo-5-propan-2-ylcyclohexa-1,5-dien-1-yl)-6-propan-2-ylcyclohexa-3,5-diene-1,2-dione
• SMILES (Canonical): CC1=C(C=C(C(=O)C1=O)C(C)C)C2=C(C(=O)C(=O)C(=C2)C(C)C)C
• SMILES (Isomeric): CC1=C(C=C(C(=O)C1=O)C(C)C)C2=C(C(=O)C(=O)C(=C2)C(C)C)C
• InChI: InChI=1S/C20H22O4/c1-9(2)13-7-15(11(5)17(21)19(13)23)16-8-14(10(3)4)20(24)18(22)12(16)6/h7-10H,1-6H3
• InChI Key: OTCZINUTVRBSEL-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEBI:175173
• DTXSID701130724
• 1,1'-Dimethyl-4,4'-bis(1-methylethyl)[2,2'-bi-1,3-cyclohexadiene]-5,5',6,6'-tetrone
• 122548-31-6
• 3-methyl-4-(2-methyl-3,4-dioxo-5-propan-2-ylcyclohexa-1,5-dien-1-yl)-6-propan-2-ylcyclohexa-3,5-diene-1,2-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7365	73.65%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8739	87.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9561	95.61%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5484	54.84%
P-glycoprotein inhibitior	-	0.7021	70.21%
P-glycoprotein substrate	-	0.9757	97.57%
CYP3A4 substrate	-	0.6892	68.92%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	-	0.7946	79.46%
CYP2C9 inhibition	-	0.5682	56.82%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8310	83.10%
CYP1A2 inhibition	-	0.7376	73.76%
CYP2C8 inhibition	-	0.9927	99.27%
CYP inhibitory promiscuity	+	0.5589	55.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7683	76.83%
Carcinogenicity (trinary)	Non-required	0.5110	51.10%
Eye corrosion	-	0.9536	95.36%
Eye irritation	-	0.5611	56.11%
Skin irritation	-	0.7151	71.51%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4058	40.58%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	+	0.6331	63.31%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6543	65.43%
Acute Oral Toxicity (c)	III	0.5529	55.29%
Estrogen receptor binding	+	0.6591	65.91%
Androgen receptor binding	+	0.5770	57.70%
Thyroid receptor binding	-	0.5881	58.81%
Glucocorticoid receptor binding	-	0.6067	60.67%
Aromatase binding	-	0.6785	67.85%
PPAR gamma	-	0.5626	56.26%
Honey bee toxicity	-	0.8858	88.58%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9755	97.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.30%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.79%	94.73%

Plants that contains it

• Thymus vulgaris

Cross-Links

• PubChem: 14375763
• LOTUS: LTS0011808
• wikiData: Q105199501