2-(3-Acetyl-2',5,5,8a-tetramethylspiro[3,4,4a,6,7,8-hexahydroisochromene-1,5'-oxolane]-2'-yl)acetic acid

Details

• Internal ID: 3711d581-1f37-4d75-a367-33ebe728ca68
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: 2-(3-acetyl-2',5,5,8a-tetramethylspiro[3,4,4a,6,7,8-hexahydroisochromene-1,5'-oxolane]-2'-yl)acetic acid
• SMILES (Canonical): CC(=O)C1CC2C(CCCC2(C3(O1)CCC(O3)(C)CC(=O)O)C)(C)C
• SMILES (Isomeric): CC(=O)C1CC2C(CCCC2(C3(O1)CCC(O3)(C)CC(=O)O)C)(C)C
• InChI: InChI=1S/C20H32O5/c1-13(21)14-11-15-17(2,3)7-6-8-19(15,5)20(24-14)10-9-18(4,25-20)12-16(22)23/h14-15H,6-12H2,1-5H3,(H,22,23)
• InChI Key: QSJMRGZRJZBKRP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9423	94.23%
Caco-2	+	0.6835	68.35%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7655	76.55%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8560	85.60%
OATP1B3 inhibitior	+	0.8232	82.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6610	66.10%
P-glycoprotein inhibitior	-	0.6445	64.45%
P-glycoprotein substrate	-	0.8984	89.84%
CYP3A4 substrate	+	0.6304	63.04%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.8415	84.15%
CYP2C9 inhibition	-	0.8546	85.46%
CYP2C19 inhibition	-	0.8720	87.20%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8816	88.16%
CYP2C8 inhibition	-	0.6162	61.62%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6461	64.61%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.7595	75.95%
Skin irritation	-	0.6362	63.62%
Skin corrosion	-	0.9025	90.25%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4103	41.03%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.8372	83.72%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6069	60.69%
Acute Oral Toxicity (c)	III	0.5562	55.62%
Estrogen receptor binding	+	0.9217	92.17%
Androgen receptor binding	+	0.5497	54.97%
Thyroid receptor binding	+	0.6597	65.97%
Glucocorticoid receptor binding	+	0.6134	61.34%
Aromatase binding	+	0.7707	77.07%
PPAR gamma	+	0.6938	69.38%
Honey bee toxicity	-	0.8766	87.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9216	92.16%

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	96.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.11%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.94%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.81%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.05%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.87%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.49%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.01%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.04%	97.09%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 163192806
• LOTUS: LTS0224762
• wikiData: Q105227055