(1R,4aR,6aS,7R,9aR)-7,8-dimethyl-2-oxospiro[4,4a,6a,7-tetrahydropentaleno[1,6a-c]pyran-1,2'-oxirane]-5-carboxylic acid

Details

• Internal ID: dc3115b4-f576-458b-bb7e-639a99b0cf41
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1R,4aR,6aS,7R,9aR)-7,8-dimethyl-2-oxospiro[4,4a,6a,7-tetrahydropentaleno[1,6a-c]pyran-1,2'-oxirane]-5-carboxylic acid
• InChI: InChI=1S/C15H16O5/c1-7-4-14-10(8(7)2)3-9(12(16)17)11(14)5-19-13(18)15(14)6-20-15/h3-4,8,10-11H,5-6H2,1-2H3,(H,16,17)/t8-,10-,11-,14-,15+/m0/s1
• InChI Key: NUPNVWUYFVEAIT-TVXZTZGSSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9014	90.14%
Caco-2	+	0.5580	55.80%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7662	76.62%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8415	84.15%
P-glycoprotein inhibitior	-	0.9378	93.78%
P-glycoprotein substrate	-	0.7420	74.20%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8277	82.77%
CYP2D6 substrate	-	0.9074	90.74%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.8708	87.08%
CYP2C19 inhibition	-	0.8245	82.45%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.8496	84.96%
CYP2C8 inhibition	-	0.8284	82.84%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6273	62.73%
Eye corrosion	-	0.9735	97.35%
Eye irritation	-	0.6399	63.99%
Skin irritation	-	0.6290	62.90%
Skin corrosion	-	0.9103	91.03%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8307	83.07%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	-	0.7235	72.35%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6674	66.74%
Acute Oral Toxicity (c)	I	0.5198	51.98%
Estrogen receptor binding	+	0.6460	64.60%
Androgen receptor binding	+	0.7125	71.25%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5879	58.79%
Aromatase binding	-	0.6444	64.44%
PPAR gamma	-	0.6462	64.62%
Honey bee toxicity	-	0.8472	84.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.8450	84.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.92%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.69%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.12%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.05%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.50%	93.00%
CHEMBL2581	P07339	Cathepsin D	87.43%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.98%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	83.50%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.52%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.46%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139263108
• LOTUS: LTS0237083
• wikiData: Q104397375