(3R)-3-[(2S,5R)-5-ethenyl-5-methyloxolan-2-yl]butanoic acid

Details

• Internal ID: 7ea4e9c0-6299-458f-b3f2-7155e2fe939a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Heterocyclic fatty acids
• IUPAC Name: (3R)-3-[(2S,5R)-5-ethenyl-5-methyloxolan-2-yl]butanoic acid
• SMILES (Canonical): CC(CC(=O)O)C1CCC(O1)(C)C=C
• SMILES (Isomeric): C[C@H](CC(=O)O)[C@@H]1CC[C@](O1)(C)C=C
• InChI: InChI=1S/C11H18O3/c1-4-11(3)6-5-9(14-11)8(2)7-10(12)13/h4,8-9H,1,5-7H2,2-3H3,(H,12,13)/t8-,9+,11+/m1/s1
• InChI Key: NAJZTTOYWJQEQW-YWVKMMECSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₃
• Molecular Weight: 198.26 g/mol
• Exact Mass: 198.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.6067	60.67%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5424	54.24%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9151	91.51%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9581	95.81%
P-glycoprotein inhibitior	-	0.9637	96.37%
P-glycoprotein substrate	-	0.9396	93.96%
CYP3A4 substrate	+	0.5341	53.41%
CYP2C9 substrate	+	0.6346	63.46%
CYP2D6 substrate	-	0.8851	88.51%
CYP3A4 inhibition	-	0.7663	76.63%
CYP2C9 inhibition	-	0.8628	86.28%
CYP2C19 inhibition	-	0.8681	86.81%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.6606	66.06%
CYP2C8 inhibition	-	0.9086	90.86%
CYP inhibitory promiscuity	-	0.9589	95.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8128	81.28%
Carcinogenicity (trinary)	Non-required	0.6852	68.52%
Eye corrosion	-	0.8352	83.52%
Eye irritation	-	0.5213	52.13%
Skin irritation	+	0.5845	58.45%
Skin corrosion	-	0.8750	87.50%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5496	54.96%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6217	62.17%
skin sensitisation	+	0.6489	64.89%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6211	62.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5408	54.08%
Acute Oral Toxicity (c)	III	0.8479	84.79%
Estrogen receptor binding	-	0.8594	85.94%
Androgen receptor binding	-	0.7636	76.36%
Thyroid receptor binding	-	0.6096	60.96%
Glucocorticoid receptor binding	-	0.5227	52.27%
Aromatase binding	-	0.7748	77.48%
PPAR gamma	-	0.8150	81.50%
Honey bee toxicity	-	0.8641	86.41%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6272	62.72%
Fish aquatic toxicity	+	0.9429	94.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.79%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.33%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.03%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	84.73%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.88%	93.00%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	82.79%	82.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.31%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	81.28%	98.10%
CHEMBL5028	O14672	ADAM10	80.00%	97.50%

Plants that contains it

• Artemisia herba-alba

Cross-Links

• PubChem: 162966177
• LOTUS: LTS0249593
• wikiData: Q105176356