(5S)-5-Methyl-3-(11Z,15Z)-11,15-triacontadien-1-yl-2(5H)-furanone

Details

• Internal ID: fe1eef1e-65e8-43ed-bae8-5e44dff8ddef
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2S)-2-methyl-4-[(11Z,15Z)-triaconta-11,15-dienyl]-2H-furan-5-one
• SMILES (Canonical): CCCCCCCCCCCCCCC=CCCC=CCCCCCCCCCCC1=CC(OC1=O)C
• SMILES (Isomeric): CCCCCCCCCCCCCC/C=C\CC/C=C\CCCCCCCCCCC1=C[C@@H](OC1=O)C
• InChI: InChI=1S/C35H62O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-34-32-33(2)37-35(34)36/h16-17,20-21,32-33H,3-15,18-19,22-31H2,1-2H3/b17-16-,21-20-/t33-/m0/s1
• InChI Key: SLIFFGRUNIQGDJ-ONCFVUMESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₂O₂
• Molecular Weight: 514.90 g/mol
• Exact Mass: 514.47498122 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 14.70
• Atomic LogP (AlogP): 11.74
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 27

Synonyms

• (5S)-5-Methyl-3-(11Z,15Z)-11,15-triacontadien-1-yl-2(5H)-furanone
• 185502-80-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	-	0.7109	71.09%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4797	47.97%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.7651	76.51%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8331	83.31%
P-glycoprotein inhibitior	+	0.6473	64.73%
P-glycoprotein substrate	-	0.8361	83.61%
CYP3A4 substrate	+	0.5145	51.45%
CYP2C9 substrate	-	0.6247	62.47%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.7365	73.65%
CYP2C9 inhibition	-	0.8795	87.95%
CYP2C19 inhibition	-	0.6160	61.60%
CYP2D6 inhibition	-	0.8918	89.18%
CYP1A2 inhibition	+	0.6252	62.52%
CYP2C8 inhibition	-	0.8018	80.18%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5695	56.95%
Eye corrosion	-	0.8547	85.47%
Eye irritation	-	0.6497	64.97%
Skin irritation	+	0.6343	63.43%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7848	78.48%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.6323	63.23%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5420	54.20%
Acute Oral Toxicity (c)	III	0.6978	69.78%
Estrogen receptor binding	+	0.5447	54.47%
Androgen receptor binding	-	0.6656	66.56%
Thyroid receptor binding	-	0.5764	57.64%
Glucocorticoid receptor binding	-	0.5326	53.26%
Aromatase binding	-	0.6893	68.93%
PPAR gamma	-	0.5593	55.93%
Honey bee toxicity	-	0.9484	94.84%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.8200	82.00%
Fish aquatic toxicity	+	0.9899	98.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	94.26%	89.63%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.65%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.14%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.44%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.42%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.69%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.08%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.63%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.99%	85.94%
CHEMBL1781	P11387	DNA topoisomerase I	80.36%	97.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.09%	96.37%

Plants that contains it

• Annona muricata

Cross-Links

• PubChem: 154497052
• LOTUS: LTS0219071
• wikiData: Q105255339