5-[4-[1-Hydroxy-4-oxo-5-(2-oxopent-3-enyl)cyclopent-2-en-1-yl]butyl]oxolan-2-one

Details

• Internal ID: 4c10594a-774e-4f0d-bdcf-65d2d3842db9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Clavulones and derivatives
• IUPAC Name: 5-[4-[1-hydroxy-4-oxo-5-(2-oxopent-3-enyl)cyclopent-2-en-1-yl]butyl]oxolan-2-one
• SMILES (Canonical): CC=CC(=O)CC1C(=O)C=CC1(CCCCC2CCC(=O)O2)O
• SMILES (Isomeric): CC=CC(=O)CC1C(=O)C=CC1(CCCCC2CCC(=O)O2)O
• InChI: InChI=1S/C18H24O5/c1-2-5-13(19)12-15-16(20)9-11-18(15,22)10-4-3-6-14-7-8-17(21)23-14/h2,5,9,11,14-15,22H,3-4,6-8,10,12H2,1H3
• InChI Key: OKGIACCGHKKYEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.16237386 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9228	92.28%
Caco-2	-	0.7362	73.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8542	85.42%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5814	58.14%
P-glycoprotein inhibitior	-	0.7089	70.89%
P-glycoprotein substrate	-	0.6209	62.09%
CYP3A4 substrate	+	0.6183	61.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9106	91.06%
CYP3A4 inhibition	-	0.9093	90.93%
CYP2C9 inhibition	-	0.9334	93.34%
CYP2C19 inhibition	-	0.8983	89.83%
CYP2D6 inhibition	-	0.9696	96.96%
CYP1A2 inhibition	-	0.9194	91.94%
CYP2C8 inhibition	-	0.5951	59.51%
CYP inhibitory promiscuity	-	0.9821	98.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6079	60.79%
Eye corrosion	-	0.9586	95.86%
Eye irritation	-	0.9746	97.46%
Skin irritation	+	0.5249	52.49%
Skin corrosion	-	0.8379	83.79%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.8679	86.79%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6793	67.93%
Acute Oral Toxicity (c)	III	0.6718	67.18%
Estrogen receptor binding	+	0.7814	78.14%
Androgen receptor binding	-	0.6051	60.51%
Thyroid receptor binding	-	0.5282	52.82%
Glucocorticoid receptor binding	+	0.5927	59.27%
Aromatase binding	+	0.6088	60.88%
PPAR gamma	-	0.5299	52.99%
Honey bee toxicity	-	0.9298	92.98%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8234	82.34%

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	96.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.98%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.01%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.93%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.54%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.64%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.24%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.17%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.90%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.96%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.85%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.62%	99.17%

Plants that contains it

• Tectona philippinensis

Cross-Links

• PubChem: 74332482
• LOTUS: LTS0273523
• wikiData: Q105193531