8-hydroxy-2,3,3,9-tetramethyl-2H-furo[3,2-c]chromen-4-one

Details

• Internal ID: c541126a-b0a0-4b04-ae3a-cf9c60b1946b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 8-hydroxy-2,3,3,9-tetramethyl-2H-furo[3,2-c]chromen-4-one
• SMILES (Canonical): CC1C(C2=C(O1)C3=C(C=CC(=C3C)O)OC2=O)(C)C
• SMILES (Isomeric): CC1C(C2=C(O1)C3=C(C=CC(=C3C)O)OC2=O)(C)C
• InChI: InChI=1S/C15H16O4/c1-7-9(16)5-6-10-11(7)13-12(14(17)19-10)15(3,4)8(2)18-13/h5-6,8,16H,1-4H3
• InChI Key: SWHQTQFJVVJCQA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	+	0.7475	74.75%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7615	76.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7278	72.78%
P-glycoprotein inhibitior	-	0.8390	83.90%
P-glycoprotein substrate	-	0.8624	86.24%
CYP3A4 substrate	+	0.5234	52.34%
CYP2C9 substrate	-	0.6396	63.96%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.6733	67.33%
CYP2C9 inhibition	+	0.6021	60.21%
CYP2C19 inhibition	-	0.6566	65.66%
CYP2D6 inhibition	-	0.8837	88.37%
CYP1A2 inhibition	+	0.6413	64.13%
CYP2C8 inhibition	-	0.8259	82.59%
CYP inhibitory promiscuity	-	0.7445	74.45%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.3962	39.62%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.5897	58.97%
Skin irritation	-	0.6720	67.20%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6822	68.22%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8269	82.69%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6974	69.74%
Acute Oral Toxicity (c)	III	0.4027	40.27%
Estrogen receptor binding	+	0.8632	86.32%
Androgen receptor binding	+	0.5791	57.91%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5322	53.22%
Aromatase binding	+	0.7263	72.63%
PPAR gamma	+	0.8276	82.76%
Honey bee toxicity	-	0.9155	91.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9776	97.76%

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	96.55%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.55%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.52%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.11%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.41%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.73%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.22%	99.15%
CHEMBL2581	P07339	Cathepsin D	83.97%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.87%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	83.13%	94.73%

Plants that contains it

• Glaucidium palmatum

Cross-Links

• PubChem: 10244346
• LOTUS: LTS0106369
• wikiData: Q105262682