[(1R)-5-formyl-2,6,6-trimethylcyclohexa-2,4-dien-1-yl] (E)-4-hydroxy-3-methylbut-2-enoate

Details

• Internal ID: cb358dd4-fa43-4038-a06a-60c0ffd4ad7e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(1R)-5-formyl-2,6,6-trimethylcyclohexa-2,4-dien-1-yl] (E)-4-hydroxy-3-methylbut-2-enoate
• SMILES (Canonical): CC1=CC=C(C(C1OC(=O)C=C(C)CO)(C)C)C=O
• SMILES (Isomeric): CC1=CC=C(C([C@@H]1OC(=O)/C=C(\C)/CO)(C)C)C=O
• InChI: InChI=1S/C15H20O4/c1-10(8-16)7-13(18)19-14-11(2)5-6-12(9-17)15(14,3)4/h5-7,9,14,16H,8H2,1-4H3/b10-7+/t14-/m1/s1
• InChI Key: OITVWQNYQGPKEG-DNGMOHDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	+	0.8698	86.98%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8665	86.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8632	86.32%
P-glycoprotein inhibitior	-	0.8926	89.26%
P-glycoprotein substrate	-	0.7290	72.90%
CYP3A4 substrate	+	0.5925	59.25%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.9092	90.92%
CYP3A4 inhibition	-	0.7779	77.79%
CYP2C9 inhibition	-	0.7339	73.39%
CYP2C19 inhibition	-	0.7974	79.74%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.8242	82.42%
CYP2C8 inhibition	-	0.7784	77.84%
CYP inhibitory promiscuity	-	0.8572	85.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6560	65.60%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.9639	96.39%
Eye irritation	-	0.6190	61.90%
Skin irritation	-	0.7221	72.21%
Skin corrosion	-	0.9750	97.50%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4590	45.90%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.6463	64.63%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5649	56.49%
Acute Oral Toxicity (c)	III	0.5969	59.69%
Estrogen receptor binding	+	0.5546	55.46%
Androgen receptor binding	-	0.5653	56.53%
Thyroid receptor binding	-	0.6399	63.99%
Glucocorticoid receptor binding	-	0.5627	56.27%
Aromatase binding	+	0.6155	61.55%
PPAR gamma	-	0.5925	59.25%
Honey bee toxicity	-	0.6566	65.66%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9724	97.24%

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	94.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.39%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.63%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.64%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.91%	89.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.67%	95.50%

Plants that contains it

• Ligusticum ferulaceum

Cross-Links

• PubChem: 163030072
• LOTUS: LTS0144236
• wikiData: Q105192749