methyl 2-(1-acetonyl-2',3a,7,7-tetramethyl-spiro[4,5,6,7a-tetrahydro-1H-isobenzofuran-3,5'-tetrahydrofuran]-2'-yl)acetate

Details

• Internal ID: 2c5f149d-1b2c-48e0-a38e-20c314e8b4ce
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: methyl 2-[2',3a,7,7-tetramethyl-1-(2-oxopropyl)spiro[4,5,6,7a-tetrahydro-1H-2-benzofuran-3,5'-oxolane]-2'-yl]acetate
• SMILES (Canonical): CC(=O)CC1C2C(CCCC2(C3(O1)CCC(O3)(C)CC(=O)OC)C)(C)C
• SMILES (Isomeric): CC(=O)CC1C2C(CCCC2(C3(O1)CCC(O3)(C)CC(=O)OC)C)(C)C
• InChI: InChI=1S/C21H34O5/c1-14(22)12-15-17-18(2,3)8-7-9-20(17,5)21(25-15)11-10-19(4,26-21)13-16(23)24-6/h15,17H,7-13H2,1-6H3
• InChI Key: LBNHFUDEOMZNBR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₅
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.24062418 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Spiro[furan-2(3H),1'(3'H)-isobenzofuran]-5-acetic acid, octahydro-4',4',5,7'a-tetramethyl-3'-(2-oxopropyl)-, methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9794	97.94%
Caco-2	+	0.6183	61.83%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7323	73.23%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.8485	84.85%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6453	64.53%
P-glycoprotein inhibitior	-	0.4610	46.10%
P-glycoprotein substrate	-	0.7609	76.09%
CYP3A4 substrate	+	0.6453	64.53%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.8483	84.83%
CYP2C9 inhibition	-	0.7011	70.11%
CYP2C19 inhibition	-	0.8076	80.76%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	-	0.6525	65.25%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6494	64.94%
Eye corrosion	-	0.9517	95.17%
Eye irritation	-	0.6607	66.07%
Skin irritation	-	0.8257	82.57%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6475	64.75%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.8297	82.97%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5067	50.67%
Acute Oral Toxicity (c)	III	0.6428	64.28%
Estrogen receptor binding	+	0.8440	84.40%
Androgen receptor binding	+	0.6198	61.98%
Thyroid receptor binding	+	0.7424	74.24%
Glucocorticoid receptor binding	+	0.7029	70.29%
Aromatase binding	+	0.7999	79.99%
PPAR gamma	+	0.5419	54.19%
Honey bee toxicity	-	0.8156	81.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9442	94.42%

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	97.94%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.92%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.07%	85.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.12%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.72%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.52%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.94%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.95%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.51%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.48%	94.45%
CHEMBL233	P35372	Mu opioid receptor	80.45%	97.93%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 494343
• LOTUS: LTS0273828
• wikiData: Q105149484