5-Hydroxy-2,2-dimethylpyrano[3,2-g]chromen-6-one

Details

• Internal ID: 50a7a323-b689-4e5f-93e6-84d168f2c843
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 5-hydroxy-2,2-dimethylpyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C=CO3)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C=CO3)C
• InChI: InChI=1S/C14H12O4/c1-14(2)5-3-8-10(18-14)7-11-12(13(8)16)9(15)4-6-17-11/h3-7,16H,1-2H3
• InChI Key: MMGLCBWVIVENBV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• BDBM50115097

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.7916	79.16%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7856	78.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9898	98.98%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6269	62.69%
P-glycoprotein inhibitior	-	0.7025	70.25%
P-glycoprotein substrate	-	0.8693	86.93%
CYP3A4 substrate	+	0.5177	51.77%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8394	83.94%
CYP3A4 inhibition	+	0.6382	63.82%
CYP2C9 inhibition	+	0.5632	56.32%
CYP2C19 inhibition	+	0.5466	54.66%
CYP2D6 inhibition	-	0.8005	80.05%
CYP1A2 inhibition	+	0.6007	60.07%
CYP2C8 inhibition	-	0.7337	73.37%
CYP inhibitory promiscuity	-	0.5425	54.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5742	57.42%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.9398	93.98%
Skin irritation	-	0.6576	65.76%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5451	54.51%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	-	0.5041	50.41%
skin sensitisation	-	0.7053	70.53%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6290	62.90%
Acute Oral Toxicity (c)	III	0.6414	64.14%
Estrogen receptor binding	+	0.9713	97.13%
Androgen receptor binding	+	0.6579	65.79%
Thyroid receptor binding	+	0.7173	71.73%
Glucocorticoid receptor binding	+	0.8621	86.21%
Aromatase binding	+	0.8766	87.66%
PPAR gamma	+	0.6982	69.82%
Honey bee toxicity	-	0.8941	89.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9599	95.99%

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	99.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.40%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.08%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.05%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.98%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.54%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.48%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.60%	86.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.26%	85.11%
CHEMBL3401	O75469	Pregnane X receptor	85.46%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.13%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.50%	94.42%

Plants that contains it

• Maclura tricuspidata

Cross-Links

• PubChem: 13545810
• LOTUS: LTS0180592
• wikiData: Q105167733