(2S)-2-methyl-4-[14-[(2S)-2-methyl-5-oxo-2H-furan-4-yl]tetradec-7-enyl]-2H-furan-5-one

Details

• Internal ID: 813b11b5-418a-4403-8ada-be6f9315c559
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2S)-2-methyl-4-[14-[(2S)-2-methyl-5-oxo-2H-furan-4-yl]tetradec-7-enyl]-2H-furan-5-one
• SMILES (Canonical): CC1C=C(C(=O)O1)CCCCCCC=CCCCCCCC2=CC(OC2=O)C
• SMILES (Isomeric): C[C@H]1C=C(C(=O)O1)CCCCCCC=CCCCCCCC2=C[C@@H](OC2=O)C
• InChI: InChI=1S/C24H36O4/c1-19-17-21(23(25)27-19)15-13-11-9-7-5-3-4-6-8-10-12-14-16-22-18-20(2)28-24(22)26/h3-4,17-20H,5-16H2,1-2H3/t19-,20-/m0/s1
• InChI Key: GYFZMLJVIIRXPP-PMACEKPBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₄
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.26135963 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	+	0.5092	50.92%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8410	84.10%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8253	82.53%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6994	69.94%
P-glycoprotein inhibitior	+	0.7824	78.24%
P-glycoprotein substrate	-	0.9154	91.54%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6247	62.47%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.8483	84.83%
CYP2C9 inhibition	-	0.7915	79.15%
CYP2C19 inhibition	-	0.7713	77.13%
CYP2D6 inhibition	-	0.8736	87.36%
CYP1A2 inhibition	-	0.6064	60.64%
CYP2C8 inhibition	-	0.9222	92.22%
CYP inhibitory promiscuity	-	0.7316	73.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8696	86.96%
Carcinogenicity (trinary)	Non-required	0.5844	58.44%
Eye corrosion	-	0.8948	89.48%
Eye irritation	-	0.6676	66.76%
Skin irritation	-	0.6152	61.52%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3642	36.42%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7360	73.60%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5333	53.33%
Acute Oral Toxicity (c)	III	0.7888	78.88%
Estrogen receptor binding	+	0.6293	62.93%
Androgen receptor binding	-	0.5437	54.37%
Thyroid receptor binding	-	0.5304	53.04%
Glucocorticoid receptor binding	-	0.4651	46.51%
Aromatase binding	-	0.5882	58.82%
PPAR gamma	+	0.5486	54.86%
Honey bee toxicity	-	0.9083	90.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9704	97.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.83%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.36%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.83%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.78%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.98%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162927180
• LOTUS: LTS0172189
• wikiData: Q105023696