4-[14-(4-hydroxy-5-methyl-2-oxooxolan-3-yl)tetradecyl]-2-methyl-2H-furan-5-one

Details

• Internal ID: 3f2282ac-0b52-4905-8c98-a7eeb31264f5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: 4-[14-(4-hydroxy-5-methyl-2-oxooxolan-3-yl)tetradecyl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CC1C=C(C(=O)O1)CCCCCCCCCCCCCCC2C(C(OC2=O)C)O
• SMILES (Isomeric): CC1C=C(C(=O)O1)CCCCCCCCCCCCCCC2C(C(OC2=O)C)O
• InChI: InChI=1S/C24H40O5/c1-18-17-20(23(26)28-18)15-13-11-9-7-5-3-4-6-8-10-12-14-16-21-22(25)19(2)29-24(21)27/h17-19,21-22,25H,3-16H2,1-2H3
• InChI Key: VUIJDWDZUSJDNC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₅
• Molecular Weight: 408.60 g/mol
• Exact Mass: 408.28757437 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 5.24
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8827	88.27%
Caco-2	-	0.5958	59.58%
Blood Brain Barrier	+	0.6605	66.05%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8669	86.69%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9175	91.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7070	70.70%
BSEP inhibitior	-	0.4674	46.74%
P-glycoprotein inhibitior	-	0.4595	45.95%
P-glycoprotein substrate	-	0.7323	73.23%
CYP3A4 substrate	+	0.5747	57.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.7445	74.45%
CYP2C19 inhibition	-	0.7412	74.12%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.7010	70.10%
CYP2C8 inhibition	-	0.8865	88.65%
CYP inhibitory promiscuity	-	0.8856	88.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9171	91.71%
Carcinogenicity (trinary)	Non-required	0.5340	53.40%
Eye corrosion	-	0.9467	94.67%
Eye irritation	-	0.7407	74.07%
Skin irritation	-	0.6101	61.01%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5586	55.86%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8250	82.50%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6583	65.83%
Acute Oral Toxicity (c)	III	0.5400	54.00%
Estrogen receptor binding	-	0.5618	56.18%
Androgen receptor binding	-	0.5658	56.58%
Thyroid receptor binding	-	0.5672	56.72%
Glucocorticoid receptor binding	-	0.5298	52.98%
Aromatase binding	-	0.5778	57.78%
PPAR gamma	-	0.6089	60.89%
Honey bee toxicity	-	0.8759	87.59%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5189	51.89%
Fish aquatic toxicity	+	0.9494	94.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.62%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.96%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.69%	94.73%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 73836779
• LOTUS: LTS0141681
• wikiData: Q105032370