1-Acetoxy-7-hydroxy-3,7-dimethyl-2E,5E-octadien-4-one

Details

• Internal ID: 30d25637-b5a8-430d-821c-521dc8f10635
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(2E,5E)-7-hydroxy-3,7-dimethyl-4-oxoocta-2,5-dienyl] acetate
• SMILES (Canonical): CC(=CCOC(=O)C)C(=O)C=CC(C)(C)O
• SMILES (Isomeric): C/C(=C\COC(=O)C)/C(=O)/C=C/C(C)(C)O
• InChI: InChI=1S/C12H18O4/c1-9(6-8-16-10(2)13)11(14)5-7-12(3,4)15/h5-7,15H,8H2,1-4H3/b7-5+,9-6+
• InChI Key: UQVOYRKLYJVPHW-PDTNFJSOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	+	0.7910	79.10%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8632	86.32%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9463	94.63%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5428	54.28%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.9248	92.48%
CYP3A4 substrate	-	0.5306	53.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9086	90.86%
CYP3A4 inhibition	-	0.8917	89.17%
CYP2C9 inhibition	-	0.7956	79.56%
CYP2C19 inhibition	-	0.8373	83.73%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.9003	90.03%
CYP2C8 inhibition	-	0.9132	91.32%
CYP inhibitory promiscuity	-	0.8526	85.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5124	51.24%
Carcinogenicity (trinary)	Non-required	0.6654	66.54%
Eye corrosion	-	0.7169	71.69%
Eye irritation	+	0.9296	92.96%
Skin irritation	+	0.6682	66.82%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7529	75.29%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.7496	74.96%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.7529	75.29%
Acute Oral Toxicity (c)	III	0.5828	58.28%
Estrogen receptor binding	-	0.7665	76.65%
Androgen receptor binding	-	0.8713	87.13%
Thyroid receptor binding	-	0.8600	86.00%
Glucocorticoid receptor binding	-	0.7996	79.96%
Aromatase binding	-	0.7760	77.60%
PPAR gamma	-	0.7924	79.24%
Honey bee toxicity	-	0.8627	86.27%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9331	93.31%

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	92.95%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.60%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.35%	89.34%
CHEMBL2581	P07339	Cathepsin D	83.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.27%	91.11%

Plants that contains it

• Aegiceras corniculatum
• Embelia schimperi
• Seriphidium aucheri

Cross-Links

• PubChem: 13855813
• LOTUS: LTS0029577
• wikiData: Q105151010