(2E,6E)-9-[(2R)-3,3-dimethyloxiran-2-yl]-7-ethyl-3-methylnona-2,6-dienoic acid

Details

• Internal ID: e464f765-7639-4ee8-87b6-209ffadae35a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: (2E,6E)-9-[(2R)-3,3-dimethyloxiran-2-yl]-7-ethyl-3-methylnona-2,6-dienoic acid
• SMILES (Canonical): CCC(=CCCC(=CC(=O)O)C)CCC1C(O1)(C)C
• SMILES (Isomeric): CC/C(=C\CC/C(=C/C(=O)O)/C)/CC[C@@H]1C(O1)(C)C
• InChI: InChI=1S/C16H26O3/c1-5-13(9-10-14-16(3,4)19-14)8-6-7-12(2)11-15(17)18/h8,11,14H,5-7,9-10H2,1-4H3,(H,17,18)/b12-11+,13-8+/t14-/m1/s1
• InChI Key: XRIDNVWSGSNZKN-GDFAELGLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.38 g/mol
• Exact Mass: 266.18819469 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.7219	72.19%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6395	63.95%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.5793	57.93%
P-glycoprotein inhibitior	-	0.9327	93.27%
P-glycoprotein substrate	-	0.8024	80.24%
CYP3A4 substrate	+	0.5286	52.86%
CYP2C9 substrate	+	0.6189	61.89%
CYP2D6 substrate	-	0.9088	90.88%
CYP3A4 inhibition	-	0.5226	52.26%
CYP2C9 inhibition	-	0.6191	61.91%
CYP2C19 inhibition	-	0.6126	61.26%
CYP2D6 inhibition	-	0.9144	91.44%
CYP1A2 inhibition	-	0.5345	53.45%
CYP2C8 inhibition	-	0.7308	73.08%
CYP inhibitory promiscuity	-	0.7415	74.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8115	81.15%
Carcinogenicity (trinary)	Non-required	0.6490	64.90%
Eye corrosion	-	0.9590	95.90%
Eye irritation	-	0.9390	93.90%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.6078	60.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4110	41.10%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.6930	69.30%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6275	62.75%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4610	46.10%
Acute Oral Toxicity (c)	III	0.5814	58.14%
Estrogen receptor binding	-	0.5553	55.53%
Androgen receptor binding	-	0.5137	51.37%
Thyroid receptor binding	-	0.5079	50.79%
Glucocorticoid receptor binding	-	0.5823	58.23%
Aromatase binding	-	0.6525	65.25%
PPAR gamma	+	0.6220	62.20%
Honey bee toxicity	-	0.8180	81.80%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9811	98.11%

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	93.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.37%	91.11%
CHEMBL2061	P19793	Retinoid X receptor alpha	86.27%	91.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.25%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.40%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	83.05%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.05%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.94%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162990790
• LOTUS: LTS0026317
• wikiData: Q105340494