Avenaciolid 4

Details

• Internal ID: 34b168c8-1d4e-4c81-9c90-e137c6962b49
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (3S,3aR,4R,6aR)-3-methyl-4-octyl-3,3a,4,6a-tetrahydrofuro[2,3-c]furan-2,6-dione
• SMILES (Canonical): CCCCCCCCC1C2C(C(=O)OC2C(=O)O1)C
• SMILES (Isomeric): CCCCCCCC[C@@H]1[C@H]2[C@@H](C(=O)O[C@H]2C(=O)O1)C
• InChI: InChI=1S/C15H24O4/c1-3-4-5-6-7-8-9-11-12-10(2)14(16)19-13(12)15(17)18-11/h10-13H,3-9H2,1-2H3/t10-,11+,12+,13+/m0/s1
• InChI Key: NAWANLRIOOESSK-UMSGYPCISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	+	0.7139	71.39%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6210	62.10%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7720	77.20%
P-glycoprotein inhibitior	-	0.6297	62.97%
P-glycoprotein substrate	-	0.8507	85.07%
CYP3A4 substrate	-	0.5583	55.83%
CYP2C9 substrate	+	0.6107	61.07%
CYP2D6 substrate	-	0.8404	84.04%
CYP3A4 inhibition	-	0.8284	82.84%
CYP2C9 inhibition	-	0.9155	91.55%
CYP2C19 inhibition	-	0.8149	81.49%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.6229	62.29%
CYP2C8 inhibition	-	0.9436	94.36%
CYP inhibitory promiscuity	-	0.9635	96.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6655	66.55%
Eye corrosion	-	0.9527	95.27%
Eye irritation	-	0.6079	60.79%
Skin irritation	-	0.5861	58.61%
Skin corrosion	-	0.7908	79.08%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4581	45.81%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8756	87.56%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7614	76.14%
Acute Oral Toxicity (c)	III	0.6205	62.05%
Estrogen receptor binding	+	0.7639	76.39%
Androgen receptor binding	+	0.5774	57.74%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6004	60.04%
Aromatase binding	-	0.8252	82.52%
PPAR gamma	-	0.5950	59.50%
Honey bee toxicity	-	0.9586	95.86%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6501	65.01%
Fish aquatic toxicity	+	0.9613	96.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	94.88%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.29%	97.25%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.91%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.01%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.67%	97.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.52%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.56%	96.09%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.00%	91.81%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.25%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	81.15%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.11%	85.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583210
• LOTUS: LTS0145710
• wikiData: Q105176562