Tasmanone

Details

• Internal ID: 0289267f-bfa7-45ce-8860-e5eba2bcaae7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > M-benzoquinones
• IUPAC Name: 5-methoxy-4,6,6-trimethyl-2-(2-methylpropanoyl)cyclohex-4-ene-1,3-dione
• SMILES (Canonical): CC1=C(C(C(=O)C(C1=O)C(=O)C(C)C)(C)C)OC
• SMILES (Isomeric): CC1=C(C(C(=O)C(C1=O)C(=O)C(C)C)(C)C)OC
• InChI: InChI=1S/C14H20O4/c1-7(2)10(15)9-11(16)8(3)13(18-6)14(4,5)12(9)17/h7,9H,1-6H3
• InChI Key: WZXQWLWGLWIQGK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• SCHEMBL1573933
• WZXQWLWGLWIQGK-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.5516	55.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8563	85.63%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8830	88.30%
P-glycoprotein inhibitior	-	0.8589	85.89%
P-glycoprotein substrate	-	0.9429	94.29%
CYP3A4 substrate	+	0.5100	51.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.8104	81.04%
CYP2C9 inhibition	-	0.8930	89.30%
CYP2C19 inhibition	-	0.6946	69.46%
CYP2D6 inhibition	-	0.9456	94.56%
CYP1A2 inhibition	-	0.8349	83.49%
CYP2C8 inhibition	-	0.9787	97.87%
CYP inhibitory promiscuity	-	0.7197	71.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6506	65.06%
Carcinogenicity (trinary)	Non-required	0.5844	58.44%
Eye corrosion	-	0.8541	85.41%
Eye irritation	+	0.5797	57.97%
Skin irritation	-	0.6840	68.40%
Skin corrosion	-	0.9793	97.93%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5518	55.18%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.7089	70.89%
skin sensitisation	+	0.5334	53.34%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.7101	71.01%
Acute Oral Toxicity (c)	III	0.4929	49.29%
Estrogen receptor binding	+	0.6090	60.90%
Androgen receptor binding	-	0.4934	49.34%
Thyroid receptor binding	-	0.6065	60.65%
Glucocorticoid receptor binding	-	0.6553	65.53%
Aromatase binding	-	0.6086	60.86%
PPAR gamma	+	0.6384	63.84%
Honey bee toxicity	-	0.8958	89.58%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9343	93.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.86%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.45%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.07%	94.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.20%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	82.75%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.50%	99.23%

Plants that contains it

• Baeckea frutescens
• Eucalyptus camfieldii
• Eucalyptus cloeziana

Cross-Links

• PubChem: 12443231
• LOTUS: LTS0055412
• wikiData: Q104375767