4',6-Dimethylspiro[benzo[g][2]benzofuran-3,2'-oxolane]-1-one

Details

• Internal ID: b2cc6077-2d51-4c59-b318-adcf4d799c4b
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 4',6-dimethylspiro[benzo[g][2]benzofuran-3,2'-oxolane]-1-one
• SMILES (Canonical): CC1CC2(C3=C(C4=CC=CC(=C4C=C3)C)C(=O)O2)OC1
• SMILES (Isomeric): CC1CC2(C3=C(C4=CC=CC(=C4C=C3)C)C(=O)O2)OC1
• InChI: InChI=1S/C17H16O3/c1-10-8-17(19-9-10)14-7-6-12-11(2)4-3-5-13(12)15(14)16(18)20-17/h3-7,10H,8-9H2,1-2H3
• InChI Key: DNLNYCCHXAULQA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₃
• Molecular Weight: 268.31 g/mol
• Exact Mass: 268.109944368 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.8900	89.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7568	75.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7393	73.93%
P-glycoprotein inhibitior	-	0.8000	80.00%
P-glycoprotein substrate	-	0.6493	64.93%
CYP3A4 substrate	+	0.6331	63.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8110	81.10%
CYP3A4 inhibition	-	0.8266	82.66%
CYP2C9 inhibition	+	0.5884	58.84%
CYP2C19 inhibition	+	0.6456	64.56%
CYP2D6 inhibition	-	0.8263	82.63%
CYP1A2 inhibition	-	0.5120	51.20%
CYP2C8 inhibition	-	0.8040	80.40%
CYP inhibitory promiscuity	-	0.6558	65.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5554	55.54%
Eye corrosion	-	0.9615	96.15%
Eye irritation	-	0.6712	67.12%
Skin irritation	-	0.8191	81.91%
Skin corrosion	-	0.9739	97.39%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4720	47.20%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6613	66.13%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7020	70.20%
Acute Oral Toxicity (c)	III	0.6098	60.98%
Estrogen receptor binding	+	0.8853	88.53%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.6045	60.45%
Glucocorticoid receptor binding	+	0.7241	72.41%
Aromatase binding	+	0.7334	73.34%
PPAR gamma	+	0.6723	67.23%
Honey bee toxicity	-	0.8909	89.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9804	98.04%

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	98.27%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.33%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.94%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.88%	89.00%
CHEMBL240	Q12809	HERG	92.41%	89.76%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.06%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.10%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.52%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.38%	93.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.33%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.23%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.17%	95.89%
CHEMBL260	Q16539	MAP kinase p38 alpha	80.26%	97.78%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.06%	96.39%
CHEMBL3401	O75469	Pregnane X receptor	80.01%	94.73%

Plants that contains it

• Salvia glutinosa
• Salvia miltiorrhiza

Cross-Links

• PubChem: 5316298
• LOTUS: LTS0095231
• wikiData: Q104395045