(1R)-1-[(1R)-4,4-dimethyl-2-oxocyclopentyl]-5-(hydroxymethyl)-3-oxabicyclo[4.2.0]octa-5,7-dien-4-one

Details

• Internal ID: cca3d8f0-4e49-43fc-a6c9-10148f2fe490
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (1R)-1-[(1R)-4,4-dimethyl-2-oxocyclopentyl]-5-(hydroxymethyl)-3-oxabicyclo[4.2.0]octa-5,7-dien-4-one
• InChI: InChI=1S/C15H18O4/c1-14(2)5-11(12(17)6-14)15-4-3-10(15)9(7-16)13(18)19-8-15/h3-4,11,16H,5-8H2,1-2H3/t11-,15-/m0/s1
• InChI Key: CKOLHOCKIPCVQL-NHYWBVRUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	+	0.6918	69.18%
Blood Brain Barrier	+	0.7767	77.67%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8154	81.54%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7149	71.49%
P-glycoprotein inhibitior	-	0.9466	94.66%
P-glycoprotein substrate	-	0.8132	81.32%
CYP3A4 substrate	+	0.5540	55.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9120	91.20%
CYP3A4 inhibition	-	0.8794	87.94%
CYP2C9 inhibition	-	0.8140	81.40%
CYP2C19 inhibition	-	0.8087	80.87%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.8641	86.41%
CYP2C8 inhibition	-	0.9209	92.09%
CYP inhibitory promiscuity	-	0.8938	89.38%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8613	86.13%
Carcinogenicity (trinary)	Non-required	0.5410	54.10%
Eye corrosion	-	0.9754	97.54%
Eye irritation	-	0.5317	53.17%
Skin irritation	-	0.6948	69.48%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5826	58.26%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5848	58.48%
skin sensitisation	-	0.7851	78.51%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6261	62.61%
Acute Oral Toxicity (c)	III	0.4995	49.95%
Estrogen receptor binding	+	0.5591	55.91%
Androgen receptor binding	-	0.5802	58.02%
Thyroid receptor binding	-	0.4942	49.42%
Glucocorticoid receptor binding	+	0.7476	74.76%
Aromatase binding	-	0.5960	59.60%
PPAR gamma	-	0.6573	65.73%
Honey bee toxicity	-	0.9232	92.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9548	95.48%

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	97.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.98%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.87%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.25%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.38%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.79%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.55%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.53%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.46%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.05%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.14%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15559302
• LOTUS: LTS0134594
• wikiData: Q104962631