(2R)-4-[12-[(2R,3R)-3-[(Z)-hexadec-3-enyl]oxiran-2-yl]dodecyl]-2-methyl-2H-furan-5-one

Details

• Internal ID: f2e37da1-45a1-440d-828e-413383626666
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2R)-4-[12-[(2R,3R)-3-[(Z)-hexadec-3-enyl]oxiran-2-yl]dodecyl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CCCCCCCCCCCCC=CCCC1C(O1)CCCCCCCCCCCCC2=CC(OC2=O)C
• SMILES (Isomeric): CCCCCCCCCCCC/C=C\CC[C@@H]1[C@H](O1)CCCCCCCCCCCCC2=C[C@H](OC2=O)C
• InChI: InChI=1S/C35H62O3/c1-3-4-5-6-7-8-9-10-11-12-16-19-22-25-28-33-34(38-33)29-26-23-20-17-14-13-15-18-21-24-27-32-30-31(2)37-35(32)36/h19,22,30-31,33-34H,3-18,20-21,23-29H2,1-2H3/b22-19-/t31-,33-,34-/m1/s1
• InChI Key: BUQYQSMGNYBXDM-BKGGFAHXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₂O₃
• Molecular Weight: 530.90 g/mol
• Exact Mass: 530.46989584 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 13.80
• Atomic LogP (AlogP): 10.95
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 27

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	-	0.6919	69.19%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6544	65.44%
OATP2B1 inhibitior	-	0.8584	85.84%
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	+	0.8160	81.60%
P-glycoprotein inhibitior	+	0.6472	64.72%
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	-	0.7936	79.36%
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	+	0.6966	69.66%
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	+	0.5799	57.99%
Androgen receptor binding	-	0.5364	53.64%
Thyroid receptor binding	-	0.6151	61.51%
Glucocorticoid receptor binding	-	0.4926	49.26%
Aromatase binding	-	0.6458	64.58%
PPAR gamma	-	0.6537	65.37%
Honey bee toxicity	-	0.9282	92.82%
Biodegradation	-	0.5250	52.50%
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 muricata

Cross-Links

• PubChem: 162935424
• LOTUS: LTS0057031
• wikiData: Q104946259