6-ethenyl-7-hydroxy-2',2',6-trimethyl-1-oxospiro[5,7-dihydro-4H-2-benzofuran-3,6'-cyclohexane]-1'-carboxylic acid

Details

• Internal ID: 1dc92bb8-a164-4df4-af1a-a917941a151b
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 6-ethenyl-7-hydroxy-2',2',6-trimethyl-1-oxospiro[5,7-dihydro-4H-2-benzofuran-3,6'-cyclohexane]-1'-carboxylic acid
• InChI: InChI=1S/C19H26O5/c1-5-18(4)10-7-11-12(14(18)20)16(23)24-19(11)9-6-8-17(2,3)13(19)15(21)22/h5,13-14,20H,1,6-10H2,2-4H3,(H,21,22)
• InChI Key: QQXHZJNYZQQVRZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.17802393 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.5560	55.60%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8158	81.58%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	-	0.4688	46.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5897	58.97%
BSEP inhibitior	-	0.7609	76.09%
P-glycoprotein inhibitior	-	0.8163	81.63%
P-glycoprotein substrate	-	0.8895	88.95%
CYP3A4 substrate	+	0.5970	59.70%
CYP2C9 substrate	-	0.8117	81.17%
CYP2D6 substrate	-	0.8983	89.83%
CYP3A4 inhibition	-	0.6624	66.24%
CYP2C9 inhibition	-	0.8265	82.65%
CYP2C19 inhibition	-	0.8957	89.57%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.6000	60.00%
CYP2C8 inhibition	-	0.7633	76.33%
CYP inhibitory promiscuity	-	0.9060	90.60%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5241	52.41%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8199	81.99%
Skin irritation	+	0.5988	59.88%
Skin corrosion	-	0.8999	89.99%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5764	57.64%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.7223	72.23%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6511	65.11%
Acute Oral Toxicity (c)	I	0.4991	49.91%
Estrogen receptor binding	+	0.6382	63.82%
Androgen receptor binding	+	0.5831	58.31%
Thyroid receptor binding	+	0.6230	62.30%
Glucocorticoid receptor binding	+	0.7766	77.66%
Aromatase binding	-	0.5149	51.49%
PPAR gamma	+	0.5352	53.52%
Honey bee toxicity	-	0.8842	88.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.66%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.79%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.18%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.14%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.99%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.67%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.51%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	83.26%	97.05%
CHEMBL5028	O14672	ADAM10	82.40%	97.50%
CHEMBL4040	P28482	MAP kinase ERK2	82.30%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.09%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.07%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162814308
• LOTUS: LTS0231537
• wikiData: Q104196112