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

Details

• Internal ID: 1dc2f183-984f-436a-83e3-d7fda63b2cc3
• 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-acetyloxy-3-methylbut-2-enoate
• SMILES (Canonical): CC1=CC=C(C(C1OC(=O)C=C(C)COC(=O)C)(C)C)C=O
• SMILES (Isomeric): CC1=CC=C(C([C@@H]1OC(=O)/C=C(\C)/COC(=O)C)(C)C)C=O
• InChI: InChI=1S/C17H22O5/c1-11(10-21-13(3)19)8-15(20)22-16-12(2)6-7-14(9-18)17(16,4)5/h6-9,16H,10H2,1-5H3/b11-8+/t16-/m1/s1
• InChI Key: UGWAKJANSZEVRT-YCABEKBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.5870	58.70%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8617	86.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8328	83.28%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5055	50.55%
P-glycoprotein inhibitior	-	0.7183	71.83%
P-glycoprotein substrate	-	0.7299	72.99%
CYP3A4 substrate	+	0.5896	58.96%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.9098	90.98%
CYP3A4 inhibition	-	0.8543	85.43%
CYP2C9 inhibition	-	0.7753	77.53%
CYP2C19 inhibition	-	0.7210	72.10%
CYP2D6 inhibition	-	0.8908	89.08%
CYP1A2 inhibition	-	0.6676	66.76%
CYP2C8 inhibition	-	0.6557	65.57%
CYP inhibitory promiscuity	-	0.7218	72.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6317	63.17%
Carcinogenicity (trinary)	Non-required	0.5247	52.47%
Eye corrosion	-	0.9590	95.90%
Eye irritation	-	0.6488	64.88%
Skin irritation	-	0.6663	66.63%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3675	36.75%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5304	53.04%
skin sensitisation	+	0.7491	74.91%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	+	0.5753	57.53%
Acute Oral Toxicity (c)	IV	0.4995	49.95%
Estrogen receptor binding	+	0.6854	68.54%
Androgen receptor binding	-	0.5133	51.33%
Thyroid receptor binding	-	0.6807	68.07%
Glucocorticoid receptor binding	-	0.4780	47.80%
Aromatase binding	+	0.5706	57.06%
PPAR gamma	-	0.5986	59.86%
Honey bee toxicity	-	0.5754	57.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5845	58.45%
Fish aquatic toxicity	+	0.9950	99.50%

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	96.04%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.14%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.24%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.94%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.88%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.26%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.92%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	80.06%	94.73%

Plants that contains it

• Carum carvi

Cross-Links

• PubChem: 163034839
• LOTUS: LTS0256747
• wikiData: Q105272606