4-Hydroxy-4-[4-oxo-2-(6-oxohept-1-enyl)cyclopentyl]but-2-enoic acid

Details

• Internal ID: 027302ba-5cd2-4467-bc98-c0a92eebbe5d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Hydroxy fatty acids
• IUPAC Name: 4-hydroxy-4-[4-oxo-2-(6-oxohept-1-enyl)cyclopentyl]but-2-enoic acid
• InChI: InChI=1S/C16H22O5/c1-11(17)5-3-2-4-6-12-9-13(18)10-14(12)15(19)7-8-16(20)21/h4,6-8,12,14-15,19H,2-3,5,9-10H2,1H3,(H,20,21)
• InChI Key: YIRHMWZFQOEWEV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.34 g/mol
• Exact Mass: 294.14672380 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9371	93.71%
Caco-2	-	0.9017	90.17%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8882	88.82%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8947	89.47%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5842	58.42%
P-glycoprotein inhibitior	-	0.9232	92.32%
P-glycoprotein substrate	-	0.6572	65.72%
CYP3A4 substrate	+	0.5331	53.31%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.9037	90.37%
CYP3A4 inhibition	-	0.9073	90.73%
CYP2C9 inhibition	-	0.9537	95.37%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.8648	86.48%
CYP2C8 inhibition	-	0.8641	86.41%
CYP inhibitory promiscuity	-	0.9742	97.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9250	92.50%
Carcinogenicity (trinary)	Non-required	0.7474	74.74%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.5141	51.41%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7390	73.90%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8169	81.69%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7334	73.34%
Acute Oral Toxicity (c)	III	0.7683	76.83%
Estrogen receptor binding	+	0.6526	65.26%
Androgen receptor binding	-	0.8427	84.27%
Thyroid receptor binding	-	0.7146	71.46%
Glucocorticoid receptor binding	+	0.7498	74.98%
Aromatase binding	-	0.7591	75.91%
PPAR gamma	+	0.6816	68.16%
Honey bee toxicity	-	0.8580	85.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9886	98.86%

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	94.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.04%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.20%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.48%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.52%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.27%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.21%	93.00%

Plants that contains it

• Mallotus nudiflorus

Cross-Links

• PubChem: 78151431
• LOTUS: LTS0025104
• wikiData: Q105349003