[(1R,2S,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] (E,3S)-3,7-dimethyl-8-oxooct-6-enoate

Details

• Internal ID: 16a1b681-6e54-4dbe-b069-1abd897eb295
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1R,2S,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] (E,3S)-3,7-dimethyl-8-oxooct-6-enoate
• SMILES (Canonical): CC(CCC=C(C)C=O)CC(=O)OC1CC2CCC1(C2(C)C)C
• SMILES (Isomeric): C[C@@H](CC/C=C(\C)/C=O)CC(=O)O[C@H]1C[C@H]2CC[C@@]1(C2(C)C)C
• InChI: InChI=1S/C20H32O3/c1-14(7-6-8-15(2)13-21)11-18(22)23-17-12-16-9-10-20(17,5)19(16,3)4/h8,13-14,16-17H,6-7,9-12H2,1-5H3/b15-8+/t14-,16+,17-,20-/m0/s1
• InChI Key: KTMRENYEKLIDBV-GGGDOAPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.70
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7735	77.35%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8362	83.62%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8563	85.63%
OATP1B3 inhibitior	-	0.2339	23.39%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7663	76.63%
P-glycoprotein inhibitior	-	0.5105	51.05%
P-glycoprotein substrate	-	0.6164	61.64%
CYP3A4 substrate	+	0.6805	68.05%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.9023	90.23%
CYP3A4 inhibition	-	0.8653	86.53%
CYP2C9 inhibition	-	0.8716	87.16%
CYP2C19 inhibition	-	0.7191	71.91%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.9492	94.92%
CYP2C8 inhibition	-	0.7963	79.63%
CYP inhibitory promiscuity	-	0.8539	85.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8723	87.23%
Carcinogenicity (trinary)	Non-required	0.5162	51.62%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9032	90.32%
Skin irritation	+	0.5842	58.42%
Skin corrosion	-	0.9807	98.07%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4187	41.87%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5913	59.13%
skin sensitisation	+	0.6312	63.12%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4539	45.39%
Acute Oral Toxicity (c)	III	0.7742	77.42%
Estrogen receptor binding	+	0.7619	76.19%
Androgen receptor binding	-	0.6430	64.30%
Thyroid receptor binding	+	0.6232	62.32%
Glucocorticoid receptor binding	-	0.4658	46.58%
Aromatase binding	+	0.5228	52.28%
PPAR gamma	+	0.5779	57.79%
Honey bee toxicity	-	0.7187	71.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	0.9968	99.68%

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	98.15%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.99%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	93.88%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.27%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.07%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.56%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	87.70%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.78%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.16%	89.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.58%	89.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.87%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.78%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.58%	82.69%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.37%	94.08%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.07%	96.38%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.96%	95.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.51%	93.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.38%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.76%	96.61%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	81.47%	92.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.40%	99.17%
CHEMBL236	P41143	Delta opioid receptor	81.32%	99.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.97%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.73%	82.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.66%	95.71%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.31%	97.29%
CHEMBL2581	P07339	Cathepsin D	80.23%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.14%	96.47%

Plants that contains it

• Chamaecyparis obtusa

Cross-Links

• PubChem: 12047374
• LOTUS: LTS0002548
• wikiData: Q105145867