3'-Ethenyl-7-hydroxy-4-(hydroxymethyl)-3',4,7a-trimethyl-3-oxospiro[3a,5,6,7-tetrahydro-2-benzofuran-1,6'-cyclohexene]-1'-carboxylic acid

Details

• Internal ID: b27476b1-d1ab-4bfe-81f1-3cb4d07ae7b2
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 3'-ethenyl-7-hydroxy-4-(hydroxymethyl)-3',4,7a-trimethyl-3-oxospiro[3a,5,6,7-tetrahydro-2-benzofuran-1,6'-cyclohexene]-1'-carboxylic acid
• InChI: InChI=1S/C20H28O6/c1-5-17(2)8-9-20(12(10-17)15(23)24)19(4)13(22)6-7-18(3,11-21)14(19)16(25)26-20/h5,10,13-14,21-22H,1,6-9,11H2,2-4H3,(H,23,24)
• InChI Key: CWLQKGVWECQEPJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	-	0.5582	55.82%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7708	77.08%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5621	56.21%
BSEP inhibitior	-	0.5755	57.55%
P-glycoprotein inhibitior	-	0.8389	83.89%
P-glycoprotein substrate	-	0.7983	79.83%
CYP3A4 substrate	+	0.5995	59.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	+	0.6292	62.92%
CYP2C9 inhibition	-	0.8936	89.36%
CYP2C19 inhibition	-	0.9334	93.34%
CYP2D6 inhibition	-	0.9569	95.69%
CYP1A2 inhibition	-	0.8679	86.79%
CYP2C8 inhibition	-	0.6842	68.42%
CYP inhibitory promiscuity	-	0.9081	90.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9384	93.84%
Skin irritation	+	0.6666	66.66%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7222	72.22%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5110	51.10%
skin sensitisation	-	0.9041	90.41%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5707	57.07%
Acute Oral Toxicity (c)	III	0.4845	48.45%
Estrogen receptor binding	+	0.7280	72.80%
Androgen receptor binding	+	0.6775	67.75%
Thyroid receptor binding	+	0.6244	62.44%
Glucocorticoid receptor binding	+	0.7208	72.08%
Aromatase binding	+	0.7140	71.40%
PPAR gamma	+	0.5827	58.27%
Honey bee toxicity	-	0.8663	86.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	93.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.63%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.44%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.54%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.37%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.60%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.91%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.43%	89.34%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.81%	93.04%
CHEMBL5028	O14672	ADAM10	81.17%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.98%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.13%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163009253
• LOTUS: LTS0256732
• wikiData: Q103818114