4-(3,6-dimethyl-2-oxo-3a,4,5,6a-tetrahydro-3H-cyclopenta[b]furan-6-carbonyl)pent-4-enoic acid

Details

• Internal ID: 2228ae2b-c6a8-4e32-94c4-847212150da2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: 4-(3,6-dimethyl-2-oxo-3a,4,5,6a-tetrahydro-3H-cyclopenta[b]furan-6-carbonyl)pent-4-enoic acid
• InChI: InChI=1S/C15H20O5/c1-8(4-5-11(16)17)12(18)15(3)7-6-10-9(2)14(19)20-13(10)15/h9-10,13H,1,4-7H2,2-3H3,(H,16,17)
• InChI Key: CTIVZBHKUZPFEV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.6549	65.49%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6390	63.90%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.8612	86.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6842	68.42%
BSEP inhibitior	-	0.8912	89.12%
P-glycoprotein inhibitior	-	0.8218	82.18%
P-glycoprotein substrate	-	0.8111	81.11%
CYP3A4 substrate	+	0.5715	57.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8946	89.46%
CYP3A4 inhibition	-	0.6818	68.18%
CYP2C9 inhibition	-	0.9042	90.42%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	-	0.6553	65.53%
CYP2C8 inhibition	-	0.9208	92.08%
CYP inhibitory promiscuity	-	0.9730	97.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5935	59.35%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.8446	84.46%
Skin irritation	+	0.5913	59.13%
Skin corrosion	-	0.8006	80.06%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7526	75.26%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7256	72.56%
skin sensitisation	-	0.7157	71.57%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4592	45.92%
Acute Oral Toxicity (c)	III	0.3752	37.52%
Estrogen receptor binding	+	0.7721	77.21%
Androgen receptor binding	-	0.5658	56.58%
Thyroid receptor binding	-	0.6002	60.02%
Glucocorticoid receptor binding	+	0.7085	70.85%
Aromatase binding	+	0.5437	54.37%
PPAR gamma	+	0.6124	61.24%
Honey bee toxicity	-	0.9195	91.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	95.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.30%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.67%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	85.38%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.75%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.55%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.80%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.45%	93.04%

Plants that contains it

• Artemisia gmelinii

Cross-Links

• PubChem: 162999464
• LOTUS: LTS0184960
• wikiData: Q104969817