4-Hydroxy-4,8a-dimethyl-2,3,7,8-tetrahydronaphthalene-1,6-dione

Details

• Internal ID: 4dc252ba-52e8-41c8-9d56-64026daae202
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 4-hydroxy-4,8a-dimethyl-2,3,7,8-tetrahydronaphthalene-1,6-dione
• SMILES (Canonical): CC12CCC(=O)C=C1C(CCC2=O)(C)O
• SMILES (Isomeric): CC12CCC(=O)C=C1C(CCC2=O)(C)O
• InChI: InChI=1S/C12H16O3/c1-11-5-3-8(13)7-9(11)12(2,15)6-4-10(11)14/h7,15H,3-6H2,1-2H3
• InChI Key: OQEKJZFTTUNKRZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25 g/mol
• Exact Mass: 208.109944368 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9127	91.27%
Blood Brain Barrier	+	0.7435	74.35%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8810	88.10%
OATP2B1 inhibitior	-	0.8442	84.42%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	+	0.9770	97.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7349	73.49%
BSEP inhibitior	-	0.9260	92.60%
P-glycoprotein inhibitior	-	0.9630	96.30%
P-glycoprotein substrate	-	0.9385	93.85%
CYP3A4 substrate	-	0.5717	57.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.7660	76.60%
CYP2C9 inhibition	-	0.9239	92.39%
CYP2C19 inhibition	-	0.8746	87.46%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.9552	95.52%
CYP2C8 inhibition	-	0.9490	94.90%
CYP inhibitory promiscuity	-	0.9348	93.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4883	48.83%
Eye corrosion	-	0.9938	99.38%
Eye irritation	+	0.6292	62.92%
Skin irritation	+	0.6151	61.51%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8616	86.16%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5699	56.99%
skin sensitisation	-	0.5695	56.95%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5154	51.54%
Acute Oral Toxicity (c)	III	0.5839	58.39%
Estrogen receptor binding	-	0.9274	92.74%
Androgen receptor binding	-	0.5548	55.48%
Thyroid receptor binding	-	0.8129	81.29%
Glucocorticoid receptor binding	-	0.6844	68.44%
Aromatase binding	-	0.8018	80.18%
PPAR gamma	-	0.7033	70.33%
Honey bee toxicity	-	0.9458	94.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9923	99.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.66%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.90%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	89.30%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.42%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.27%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.04%	96.09%
CHEMBL4208	P20618	Proteasome component C5	83.88%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.82%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.00%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.13%	82.69%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.56%	85.30%

Plants that contains it

• Teucrium ramosissimum

Cross-Links

• PubChem: 75038098
• LOTUS: LTS0263281
• wikiData: Q105196745