4-[5-(1-Hydroxypropyl)oxolan-3-yl]but-2-enoic acid

Details

• Internal ID: a0ead8dc-b57a-4c20-84d9-a554f559f523
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Heterocyclic fatty acids
• IUPAC Name: 4-[5-(1-hydroxypropyl)oxolan-3-yl]but-2-enoic acid
• SMILES (Canonical): CCC(C1CC(CO1)CC=CC(=O)O)O
• SMILES (Isomeric): CCC(C1CC(CO1)CC=CC(=O)O)O
• InChI: InChI=1S/C11H18O4/c1-2-9(12)10-6-8(7-15-10)4-3-5-11(13)14/h3,5,8-10,12H,2,4,6-7H2,1H3,(H,13,14)
• InChI Key: JWXVXVPNKJNCSL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₄
• Molecular Weight: 214.26 g/mol
• Exact Mass: 214.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9555	95.55%
Caco-2	+	0.6718	67.18%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7733	77.33%
OATP2B1 inhibitior	-	0.8467	84.67%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9493	94.93%
P-glycoprotein inhibitior	-	0.9822	98.22%
P-glycoprotein substrate	-	0.7920	79.20%
CYP3A4 substrate	-	0.5287	52.87%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.8621	86.21%
CYP2C19 inhibition	-	0.8748	87.48%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	-	0.8315	83.15%
CYP2C8 inhibition	-	0.9335	93.35%
CYP inhibitory promiscuity	-	0.8680	86.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8607	86.07%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	-	0.9176	91.76%
Eye irritation	-	0.7265	72.65%
Skin irritation	-	0.6920	69.20%
Skin corrosion	-	0.7596	75.96%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6642	66.42%
Micronuclear	-	0.7426	74.26%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8135	81.35%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8778	87.78%
Acute Oral Toxicity (c)	III	0.6488	64.88%
Estrogen receptor binding	-	0.6325	63.25%
Androgen receptor binding	-	0.6950	69.50%
Thyroid receptor binding	-	0.7047	70.47%
Glucocorticoid receptor binding	+	0.5386	53.86%
Aromatase binding	-	0.8548	85.48%
PPAR gamma	+	0.5748	57.48%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.7997	79.97%

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	94.62%	96.09%
CHEMBL206	P03372	Estrogen receptor alpha	91.26%	97.64%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.89%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.13%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.24%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.39%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.38%	96.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.05%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.69%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.47%	93.56%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	81.89%	95.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.60%	96.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.38%	89.50%

Plants that contains it

• Senecio pseudoorientalis

Cross-Links

• PubChem: 73028090
• LOTUS: LTS0099041
• wikiData: Q105272885