(2,4,7-Trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridin-6-yl) 8-hydroxy-2,6-dimethyloct-2-enoate

Details

• Internal ID: 2b657174-8be1-43c6-8635-90956d2faece
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2,4,7-trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridin-6-yl) 8-hydroxy-2,6-dimethyloct-2-enoate
• SMILES (Canonical): CC1CN(CC2C1CC(C2C)OC(=O)C(=CCCC(C)CCO)C)C
• SMILES (Isomeric): CC1CN(CC2C1CC(C2C)OC(=O)C(=CCCC(C)CCO)C)C
• InChI: InChI=1S/C21H37NO3/c1-14(9-10-23)7-6-8-15(2)21(24)25-20-11-18-16(3)12-22(5)13-19(18)17(20)4/h8,14,16-20,23H,6-7,9-13H2,1-5H3
• InChI Key: YRZCHFOUTWAZDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₇NO₃
• Molecular Weight: 351.50 g/mol
• Exact Mass: 351.27734404 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9049	90.49%
Caco-2	+	0.8243	82.43%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5756	57.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.8221	82.21%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.6204	62.04%
P-glycoprotein inhibitior	-	0.4483	44.83%
P-glycoprotein substrate	+	0.5946	59.46%
CYP3A4 substrate	+	0.6188	61.88%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.7702	77.02%
CYP3A4 inhibition	-	0.8990	89.90%
CYP2C9 inhibition	-	0.9013	90.13%
CYP2C19 inhibition	-	0.9006	90.06%
CYP2D6 inhibition	-	0.7527	75.27%
CYP1A2 inhibition	-	0.6948	69.48%
CYP2C8 inhibition	-	0.9186	91.86%
CYP inhibitory promiscuity	-	0.9279	92.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6431	64.31%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9625	96.25%
Skin irritation	-	0.7092	70.92%
Skin corrosion	-	0.8879	88.79%
Ames mutagenesis	-	0.6215	62.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.8599	85.99%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8344	83.44%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7837	78.37%
Acute Oral Toxicity (c)	III	0.6928	69.28%
Estrogen receptor binding	-	0.6815	68.15%
Androgen receptor binding	-	0.5596	55.96%
Thyroid receptor binding	-	0.5983	59.83%
Glucocorticoid receptor binding	-	0.4664	46.64%
Aromatase binding	-	0.5758	57.58%
PPAR gamma	-	0.5694	56.94%
Honey bee toxicity	-	0.7245	72.45%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	-	0.5419	54.19%

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	98.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.44%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.46%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.98%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	86.95%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.31%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.79%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.61%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.88%	89.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.56%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.87%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.39%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	80.41%	90.17%

Plants that contains it

• Incarvillea sinensis

Cross-Links

• PubChem: 163028598
• LOTUS: LTS0112551
• wikiData: Q105359455