6,7'-dimethylspiro[2H-1-benzofuran-3,2'-4,9a-dihydro-3H-pyrano[2,3-b][1]benzofuran]-2,4'a-diol

Details

• Internal ID: f4b2f44b-4c55-48f6-9d3f-9f3f1b945c59
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: 6,7'-dimethylspiro[2H-1-benzofuran-3,2'-4,9a-dihydro-3H-pyrano[2,3-b][1]benzofuran]-2,4'a-diol
• SMILES (Canonical): CC1=CC2=C(C=C1)C3(CCC4(C(O3)OC5=C4C=CC(=C5)C)O)C(O2)O
• SMILES (Isomeric): CC1=CC2=C(C=C1)C3(CCC4(C(O3)OC5=C4C=CC(=C5)C)O)C(O2)O
• InChI: InChI=1S/C20H20O5/c1-11-3-5-13-15(9-11)24-18-19(13,22)7-8-20(25-18)14-6-4-12(2)10-16(14)23-17(20)21/h3-6,9-10,17-18,21-22H,7-8H2,1-2H3
• InChI Key: YMKQULZUUJUBPP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9378	93.78%
Caco-2	+	0.7215	72.15%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7609	76.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8928	89.28%
OATP1B3 inhibitior	+	0.8439	84.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.5709	57.09%
P-glycoprotein inhibitior	-	0.5148	51.48%
P-glycoprotein substrate	-	0.7723	77.23%
CYP3A4 substrate	+	0.5130	51.30%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.7327	73.27%
CYP3A4 inhibition	-	0.9421	94.21%
CYP2C9 inhibition	-	0.8560	85.60%
CYP2C19 inhibition	-	0.8247	82.47%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	-	0.7229	72.29%
CYP2C8 inhibition	-	0.7760	77.60%
CYP inhibitory promiscuity	-	0.8868	88.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.3683	36.83%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.7040	70.40%
Skin irritation	-	0.7371	73.71%
Skin corrosion	-	0.8997	89.97%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6059	60.59%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.5348	53.48%
skin sensitisation	-	0.8053	80.53%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7931	79.31%
Acute Oral Toxicity (c)	III	0.4739	47.39%
Estrogen receptor binding	+	0.6089	60.89%
Androgen receptor binding	+	0.7301	73.01%
Thyroid receptor binding	+	0.7378	73.78%
Glucocorticoid receptor binding	+	0.5851	58.51%
Aromatase binding	+	0.5217	52.17%
PPAR gamma	+	0.6365	63.65%
Honey bee toxicity	-	0.9143	91.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.6611	66.11%

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	92.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.77%	86.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.68%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.62%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.25%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	80.97%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.86%	97.09%

Plants that contains it

• Arnica sachalinensis
• Eupatorium cannabinum
• Hofmeisteria schaffneri

Cross-Links

• PubChem: 15406570
• LOTUS: LTS0182477
• wikiData: Q105350595