(2R,3E,5E)-2,6-dimethyl-8-(2,6,6-trimethylcyclohexen-1-yl)octa-3,5-dienoic acid

Details

• Internal ID: 86add582-8909-4663-8c0e-0710e67a067e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R,3E,5E)-2,6-dimethyl-8-(2,6,6-trimethylcyclohexen-1-yl)octa-3,5-dienoic acid
• SMILES (Canonical): CC1=C(C(CCC1)(C)C)CCC(=CC=CC(C)C(=O)O)C
• SMILES (Isomeric): CC1=C(C(CCC1)(C)C)CC/C(=C/C=C/[C@@H](C)C(=O)O)/C
• InChI: InChI=1S/C19H30O2/c1-14(8-6-9-16(3)18(20)21)11-12-17-15(2)10-7-13-19(17,4)5/h6,8-9,16H,7,10-13H2,1-5H3,(H,20,21)/b9-6+,14-8+/t16-/m1/s1
• InChI Key: AUPXVTCQYHEOJB-YOWDKSQXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₂
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 1
• 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	+	0.9944	99.44%
Caco-2	+	0.6995	69.95%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5760	57.60%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.7115	71.15%
OATP1B3 inhibitior	-	0.4258	42.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8504	85.04%
P-glycoprotein inhibitior	-	0.9095	90.95%
P-glycoprotein substrate	-	0.8738	87.38%
CYP3A4 substrate	+	0.5393	53.93%
CYP2C9 substrate	-	0.5764	57.64%
CYP2D6 substrate	-	0.8971	89.71%
CYP3A4 inhibition	-	0.8972	89.72%
CYP2C9 inhibition	-	0.8721	87.21%
CYP2C19 inhibition	-	0.9202	92.02%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8616	86.16%
CYP2C8 inhibition	-	0.8345	83.45%
CYP inhibitory promiscuity	-	0.8750	87.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7343	73.43%
Carcinogenicity (trinary)	Non-required	0.6806	68.06%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.9399	93.99%
Skin irritation	+	0.7362	73.62%
Skin corrosion	-	0.9907	99.07%
Ames mutagenesis	-	0.7555	75.55%
Human Ether-a-go-go-Related Gene inhibition	-	0.5186	51.86%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.6704	67.04%
skin sensitisation	+	0.8309	83.09%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7844	78.44%
Acute Oral Toxicity (c)	III	0.6842	68.42%
Estrogen receptor binding	+	0.5442	54.42%
Androgen receptor binding	-	0.5682	56.82%
Thyroid receptor binding	+	0.6684	66.84%
Glucocorticoid receptor binding	+	0.6441	64.41%
Aromatase binding	+	0.6671	66.71%
PPAR gamma	+	0.7424	74.24%
Honey bee toxicity	-	0.9052	90.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.69%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.09%	90.17%
CHEMBL230	P35354	Cyclooxygenase-2	88.59%	89.63%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.53%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	85.40%	83.82%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.19%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.07%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.01%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.02%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.87%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14831016
• LOTUS: LTS0105355
• wikiData: Q104919080