4-[10-(3-icosa-3,7-dienyloxiran-2-yl)decyl]-2-methyl-2H-furan-5-one

Details

• Internal ID: b1baa02a-49f4-47ed-8cb5-141e8ab46b2c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: 4-[10-(3-icosa-3,7-dienyloxiran-2-yl)decyl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CCCCCCCCCCCCC=CCCC=CCCC1C(O1)CCCCCCCCCCC2=CC(OC2=O)C
• SMILES (Isomeric): CCCCCCCCCCCCC=CCCC=CCCC1C(O1)CCCCCCCCCCC2=CC(OC2=O)C
• InChI: InChI=1S/C37H64O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-24-27-30-35-36(40-35)31-28-25-22-19-18-20-23-26-29-34-32-33(2)39-37(34)38/h14-15,21,24,32-33,35-36H,3-13,16-20,22-23,25-31H2,1-2H3
• InChI Key: QZKZUXSRQQJUEQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₄O₃
• Molecular Weight: 556.90 g/mol
• Exact Mass: 556.48554590 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 13.90
• Atomic LogP (AlogP): 11.51
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	-	0.7360	73.60%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6544	65.44%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.7588	75.88%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8647	86.47%
P-glycoprotein inhibitior	+	0.6848	68.48%
P-glycoprotein substrate	-	0.7687	76.87%
CYP3A4 substrate	+	0.5740	57.40%
CYP2C9 substrate	-	0.8116	81.16%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.6735	67.35%
CYP2C9 inhibition	-	0.8411	84.11%
CYP2C19 inhibition	-	0.7094	70.94%
CYP2D6 inhibition	-	0.8973	89.73%
CYP1A2 inhibition	+	0.5472	54.72%
CYP2C8 inhibition	-	0.6953	69.53%
CYP inhibitory promiscuity	-	0.7071	70.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6094	60.94%
Eye corrosion	-	0.9492	94.92%
Eye irritation	-	0.8165	81.65%
Skin irritation	+	0.4932	49.32%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7063	70.63%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.5680	56.80%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.6240	62.40%
Acute Oral Toxicity (c)	III	0.6490	64.90%
Estrogen receptor binding	+	0.7046	70.46%
Androgen receptor binding	-	0.5526	55.26%
Thyroid receptor binding	-	0.6672	66.72%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6700	67.00%
PPAR gamma	-	0.5726	57.26%
Honey bee toxicity	-	0.9282	92.82%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.8100	81.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	96.56%	89.63%
CHEMBL3401	O75469	Pregnane X receptor	93.68%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.65%	92.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.29%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.88%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.05%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.42%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.62%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.89%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.54%	96.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.90%	100.00%

Plants that contains it

• Annona coriacea

Cross-Links

• PubChem: 162961122
• LOTUS: LTS0041345
• wikiData: Q105232144