6-Hydroxy-4-methoxyspiro[1,2-dihydroindene-3,4'-cyclohexa-2,5-diene]-1'-one

Details

• Internal ID: a0031323-783c-405a-982f-0a172505ba08
• Taxonomy: Benzenoids > Indanes
• IUPAC Name: 6-hydroxy-4-methoxyspiro[1,2-dihydroindene-3,4'-cyclohexa-2,5-diene]-1'-one
• SMILES (Canonical): COC1=CC(=CC2=C1C3(CC2)C=CC(=O)C=C3)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C3(CC2)C=CC(=O)C=C3)O
• InChI: InChI=1S/C15H14O3/c1-18-13-9-12(17)8-10-2-5-15(14(10)13)6-3-11(16)4-7-15/h3-4,6-9,17H,2,5H2,1H3
• InChI Key: YDQGBHYBGYGBPF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7189	71.89%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8349	83.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9825	98.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5054	50.54%
P-glycoprotein inhibitior	-	0.9346	93.46%
P-glycoprotein substrate	-	0.8488	84.88%
CYP3A4 substrate	+	0.6179	61.79%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.7589	75.89%
CYP3A4 inhibition	-	0.7034	70.34%
CYP2C9 inhibition	+	0.6543	65.43%
CYP2C19 inhibition	+	0.8034	80.34%
CYP2D6 inhibition	-	0.8363	83.63%
CYP1A2 inhibition	+	0.8570	85.70%
CYP2C8 inhibition	+	0.4737	47.37%
CYP inhibitory promiscuity	+	0.5591	55.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8220	82.20%
Carcinogenicity (trinary)	Danger	0.3713	37.13%
Eye corrosion	-	0.9536	95.36%
Eye irritation	+	0.8355	83.55%
Skin irritation	-	0.5404	54.04%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7112	71.12%
Micronuclear	-	0.6851	68.51%
Hepatotoxicity	+	0.5095	50.95%
skin sensitisation	-	0.8179	81.79%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4690	46.90%
Acute Oral Toxicity (c)	III	0.4659	46.59%
Estrogen receptor binding	+	0.8060	80.60%
Androgen receptor binding	+	0.5794	57.94%
Thyroid receptor binding	-	0.5060	50.60%
Glucocorticoid receptor binding	+	0.6372	63.72%
Aromatase binding	+	0.7561	75.61%
PPAR gamma	+	0.6894	68.94%
Honey bee toxicity	-	0.8848	88.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.9010	90.10%

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	96.21%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.17%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.62%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.96%	94.45%
CHEMBL2535	P11166	Glucose transporter	87.26%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.23%	94.00%
CHEMBL2581	P07339	Cathepsin D	85.81%	98.95%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.18%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.23%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.85%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.48%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.52%	95.50%
CHEMBL2056	P21728	Dopamine D1 receptor	80.50%	91.00%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 101802953
• LOTUS: LTS0069527
• wikiData: Q105346887