4-Acetyl-2-(5-hydroxyhexa-1,3-dienyl)-5-methoxy-2-methylfuran-3-one

Details

• Internal ID: 2033d1e7-7169-48c1-b8bf-94077838501d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: 4-acetyl-2-(5-hydroxyhexa-1,3-dienyl)-5-methoxy-2-methylfuran-3-one
• SMILES (Canonical): CC(C=CC=CC1(C(=O)C(=C(O1)OC)C(=O)C)C)O
• SMILES (Isomeric): CC(C=CC=CC1(C(=O)C(=C(O1)OC)C(=O)C)C)O
• InChI: InChI=1S/C14H18O5/c1-9(15)7-5-6-8-14(3)12(17)11(10(2)16)13(18-4)19-14/h5-9,15H,1-4H3
• InChI Key: VDFINAVPDXADRJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 5
• 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	+	0.9452	94.52%
Caco-2	+	0.5914	59.14%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7240	72.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8957	89.57%
P-glycoprotein substrate	-	0.9029	90.29%
CYP3A4 substrate	+	0.5413	54.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	-	0.9405	94.05%
CYP2C19 inhibition	-	0.8772	87.72%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	-	0.8461	84.61%
CYP2C8 inhibition	-	0.9075	90.75%
CYP inhibitory promiscuity	-	0.8760	87.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8771	87.71%
Carcinogenicity (trinary)	Danger	0.4930	49.30%
Eye corrosion	-	0.9278	92.78%
Eye irritation	-	0.9435	94.35%
Skin irritation	-	0.7133	71.33%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6311	63.11%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.7610	76.10%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6644	66.44%
Acute Oral Toxicity (c)	III	0.4959	49.59%
Estrogen receptor binding	-	0.5602	56.02%
Androgen receptor binding	-	0.7457	74.57%
Thyroid receptor binding	-	0.6591	65.91%
Glucocorticoid receptor binding	-	0.7313	73.13%
Aromatase binding	+	0.5517	55.17%
PPAR gamma	-	0.6011	60.11%
Honey bee toxicity	-	0.7057	70.57%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7819	78.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.68%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.42%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.86%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.24%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	83.83%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.80%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.37%	91.07%

Plants that contains it

• Huperzia serrata

Cross-Links

• PubChem: 185920
• LOTUS: LTS0174512
• wikiData: Q105284124