methyl 2-(2',5,5,8a-tetramethyl-3-oxospiro[4a,6,7,8-tetrahydro-4H-isochromene-1,5'-oxolane]-2'-yl)acetate

Details

• Internal ID: 5f2bece8-d40c-45e3-9bcb-8c987a0407c1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: methyl 2-(2',5,5,8a-tetramethyl-3-oxospiro[4a,6,7,8-tetrahydro-4H-isochromene-1,5'-oxolane]-2'-yl)acetate
• SMILES (Canonical): CC1(CCCC2(C1CC(=O)OC23CCC(O3)(C)CC(=O)OC)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC(=O)OC23CCC(O3)(C)CC(=O)OC)C)C
• InChI: InChI=1S/C19H30O5/c1-16(2)7-6-8-18(4)13(16)11-14(20)23-19(18)10-9-17(3,24-19)12-15(21)22-5/h13H,6-12H2,1-5H3
• InChI Key: GLAMGKFUSHSJAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	+	0.7572	75.72%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7848	78.48%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8322	83.22%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7719	77.19%
P-glycoprotein inhibitior	-	0.5543	55.43%
P-glycoprotein substrate	-	0.8550	85.50%
CYP3A4 substrate	+	0.6329	63.29%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8494	84.94%
CYP3A4 inhibition	-	0.8886	88.86%
CYP2C9 inhibition	-	0.7910	79.10%
CYP2C19 inhibition	-	0.8348	83.48%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.9372	93.72%
CYP2C8 inhibition	-	0.6554	65.54%
CYP inhibitory promiscuity	-	0.9399	93.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.6429	64.29%
Skin irritation	-	0.7692	76.92%
Skin corrosion	-	0.8826	88.26%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6693	66.93%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8820	88.20%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5428	54.28%
Acute Oral Toxicity (c)	III	0.5714	57.14%
Estrogen receptor binding	+	0.7859	78.59%
Androgen receptor binding	+	0.5904	59.04%
Thyroid receptor binding	+	0.6677	66.77%
Glucocorticoid receptor binding	+	0.5681	56.81%
Aromatase binding	+	0.7311	73.11%
PPAR gamma	+	0.6247	62.47%
Honey bee toxicity	-	0.8879	88.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9392	93.92%

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	97.49%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.04%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.71%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.75%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.61%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.43%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.81%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.70%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.04%	86.33%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 162944484
• LOTUS: LTS0061530
• wikiData: Q105010716