6-hydroxy-5-methoxy-8,9,9-trimethyl-8H-furo[2,3-h]chromen-2-one

Details

• Internal ID: 1088cf86-28f2-4a1f-9749-c996c7308495
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 6-hydroxy-5-methoxy-8,9,9-trimethyl-8H-furo[2,3-h]chromen-2-one
• InChI: InChI=1S/C15H16O5/c1-7-15(2,3)10-12-8(5-6-9(16)20-12)13(18-4)11(17)14(10)19-7/h5-7,17H,1-4H3
• InChI Key: TVIZOIWEODXFIA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 5
• 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	+	0.9718	97.18%
Caco-2	+	0.7254	72.54%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7454	74.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7632	76.32%
P-glycoprotein inhibitior	-	0.7819	78.19%
P-glycoprotein substrate	-	0.8035	80.35%
CYP3A4 substrate	+	0.5490	54.90%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	+	0.6368	63.68%
CYP2C9 inhibition	-	0.7986	79.86%
CYP2C19 inhibition	+	0.5480	54.80%
CYP2D6 inhibition	-	0.6889	68.89%
CYP1A2 inhibition	-	0.5276	52.76%
CYP2C8 inhibition	-	0.7388	73.88%
CYP inhibitory promiscuity	-	0.6157	61.57%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4652	46.52%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.6165	61.65%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7215	72.15%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6698	66.98%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8334	83.34%
Acute Oral Toxicity (c)	II	0.4407	44.07%
Estrogen receptor binding	+	0.7763	77.63%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5916	59.16%
Glucocorticoid receptor binding	-	0.6252	62.52%
Aromatase binding	+	0.7212	72.12%
PPAR gamma	+	0.7819	78.19%
Honey bee toxicity	-	0.8667	86.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9508	95.08%

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	98.55%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.03%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.41%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.16%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.59%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.93%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.57%	94.03%
CHEMBL4040	P28482	MAP kinase ERK2	83.90%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	81.56%	94.75%

Plants that contains it

• Ptaeroxylon obliquum

Cross-Links

• PubChem: 12313382
• LOTUS: LTS0178489
• wikiData: Q105265330