2,6-Dimethyl-8-oxo-8-[(2,4,7-trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridin-6-yl)oxy]octa-2,6-dienoic acid

Details

• Internal ID: 5f507874-ef63-47c8-9514-3a3ed3254ec0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 2,6-dimethyl-8-oxo-8-[(2,4,7-trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridin-6-yl)oxy]octa-2,6-dienoic acid
• SMILES (Canonical): CC1CN(CC2C1CC(C2C)OC(=O)C=C(C)CCC=C(C)C(=O)O)C
• SMILES (Isomeric): CC1CN(CC2C1CC(C2C)OC(=O)C=C(C)CCC=C(C)C(=O)O)C
• InChI: InChI=1S/C21H33NO4/c1-13(7-6-8-14(2)21(24)25)9-20(23)26-19-10-17-15(3)11-22(5)12-18(17)16(19)4/h8-9,15-19H,6-7,10-12H2,1-5H3,(H,24,25)
• InChI Key: ATLOQCAJYLXOFN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₃NO₄
• Molecular Weight: 363.50 g/mol
• Exact Mass: 363.24095853 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6721	67.21%
Caco-2	+	0.6939	69.39%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6931	69.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7418	74.18%
P-glycoprotein inhibitior	-	0.4668	46.68%
P-glycoprotein substrate	-	0.5909	59.09%
CYP3A4 substrate	+	0.6371	63.71%
CYP2C9 substrate	-	0.5939	59.39%
CYP2D6 substrate	-	0.8250	82.50%
CYP3A4 inhibition	-	0.9086	90.86%
CYP2C9 inhibition	-	0.9181	91.81%
CYP2C19 inhibition	-	0.9103	91.03%
CYP2D6 inhibition	-	0.8106	81.06%
CYP1A2 inhibition	-	0.6050	60.50%
CYP2C8 inhibition	-	0.8177	81.77%
CYP inhibitory promiscuity	-	0.9494	94.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6180	61.80%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9616	96.16%
Skin irritation	-	0.7115	71.15%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4756	47.56%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5630	56.30%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8606	86.06%
Acute Oral Toxicity (c)	III	0.7073	70.73%
Estrogen receptor binding	-	0.5129	51.29%
Androgen receptor binding	+	0.5982	59.82%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5830	58.30%
Aromatase binding	+	0.6061	60.61%
PPAR gamma	+	0.6713	67.13%
Honey bee toxicity	-	0.7037	70.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6545	65.45%
Fish aquatic toxicity	+	0.8221	82.21%

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	97.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.78%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.93%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	89.88%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	87.02%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.00%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.62%	91.11%

Plants that contains it

• Incarvillea sinensis

Cross-Links

• PubChem: 163043196
• LOTUS: LTS0115122
• wikiData: Q104918521