(9R)-2,2,5,9-tetramethyl-1,7,8,9-tetrahydrocyclopenta[8]annulene-3,6-dione

Details

• Internal ID: bf7cce7c-f92d-4abb-82eb-e8e73f9bcdc2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (9R)-2,2,5,9-tetramethyl-1,7,8,9-tetrahydrocyclopenta[8]annulene-3,6-dione
• InChI: InChI=1S/C15H20O2/c1-9-5-6-13(16)10(2)7-11-12(9)8-15(3,4)14(11)17/h7,9H,5-6,8H2,1-4H3/t9-/m1/s1
• InChI Key: PFDJAISCVCEYSA-SECBINFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8984	89.84%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6652	66.52%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8989	89.89%
P-glycoprotein inhibitior	-	0.9453	94.53%
P-glycoprotein substrate	-	0.9083	90.83%
CYP3A4 substrate	+	0.5414	54.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.9016	90.16%
CYP2C9 inhibition	-	0.8800	88.00%
CYP2C19 inhibition	-	0.7425	74.25%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	-	0.8223	82.23%
CYP2C8 inhibition	-	0.8783	87.83%
CYP inhibitory promiscuity	-	0.9010	90.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5042	50.42%
Eye corrosion	-	0.9710	97.10%
Eye irritation	-	0.5933	59.33%
Skin irritation	+	0.6631	66.31%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.8354	83.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5400	54.00%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	+	0.7880	78.80%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5691	56.91%
Acute Oral Toxicity (c)	III	0.6974	69.74%
Estrogen receptor binding	-	0.9592	95.92%
Androgen receptor binding	-	0.6669	66.69%
Thyroid receptor binding	-	0.6875	68.75%
Glucocorticoid receptor binding	-	0.8595	85.95%
Aromatase binding	-	0.9006	90.06%
PPAR gamma	-	0.7673	76.73%
Honey bee toxicity	-	0.8117	81.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9770	97.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	95.71%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.76%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.35%	92.94%
CHEMBL2581	P07339	Cathepsin D	89.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.14%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	85.57%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.97%	93.99%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.54%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.21%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.97%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.26%	93.04%
CHEMBL1871	P10275	Androgen Receptor	81.19%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162965015
• LOTUS: LTS0046560
• wikiData: Q105207672