(2S,3S,4'aR,9'aS)-6,8'-dimethylspiro[2H-1-benzofuran-3,2'-4,9a-dihydro-3H-pyrano[2,3-b][1]benzofuran]-2,4'a-diol

Details

• Internal ID: 0fe849f0-357e-4818-b4ea-055e0409257c
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (2S,3S,4'aR,9'aS)-6,8'-dimethylspiro[2H-1-benzofuran-3,2'-4,9a-dihydro-3H-pyrano[2,3-b][1]benzofuran]-2,4'a-diol
• InChI: InChI=1S/C20H20O5/c1-11-6-7-13-15(10-11)23-17(21)20(13)9-8-19(22)14-5-3-4-12(2)16(14)24-18(19)25-20/h3-7,10,17-18,21-22H,8-9H2,1-2H3/t17-,18-,19+,20-/m0/s1
• InChI Key: UYYYJFGICXAUGO-HAGHYFMRSA-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	+	0.7052	70.52%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7609	76.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.8439	84.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.7836	78.36%
P-glycoprotein inhibitior	-	0.5882	58.82%
P-glycoprotein substrate	-	0.6364	63.64%
CYP3A4 substrate	+	0.5740	57.40%
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	+	0.4628	46.28%
CYP inhibitory promiscuity	-	0.8868	88.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.3683	36.83%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.7031	70.31%
Skin irritation	-	0.7371	73.71%
Skin corrosion	-	0.8997	89.97%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4336	43.36%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8053	80.53%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8066	80.66%
Acute Oral Toxicity (c)	III	0.4739	47.39%
Estrogen receptor binding	+	0.6903	69.03%
Androgen receptor binding	+	0.6753	67.53%
Thyroid receptor binding	+	0.7562	75.62%
Glucocorticoid receptor binding	-	0.4686	46.86%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5613	56.13%
Honey bee toxicity	-	0.9019	90.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
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	94.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.36%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.29%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.92%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.83%	97.09%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.73%	96.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.10%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.52%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.05%	93.99%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.72%	94.62%

Plants that contains it

• Hofmeisteria schaffneri

Cross-Links

• PubChem: 162952737
• LOTUS: LTS0074633
• wikiData: Q104063830