7H-Furo[3,2-g][1]benzopyran-7-one, 2-(1-hydroxy-1-methylethyl)-

Details

• Internal ID: 04cd5c7b-adb6-470e-ade6-fa5b9bf5f99b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 2-(2-hydroxypropan-2-yl)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C1=CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)O
• SMILES (Isomeric): CC(C)(C1=CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)O
• InChI: InChI=1S/C14H12O4/c1-14(2,16)12-6-9-5-8-3-4-13(15)18-10(8)7-11(9)17-12/h3-7,16H,1-2H3
• InChI Key: QITAPBJXOHCHQR-UHFFFAOYSA-N
• Popularity: 4 references 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): 59.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 7H-Furo[3,2-g][1]benzopyran-7-one, 2-(1-hydroxy-1-methylethyl)-
• DTXSID20781622
• 2-(2-Hydroxypropan-2-yl)-7H-furo[3,2-g][1]benzopyran-7-one
• 2-(1-Hydroxy-1-methylethyl)-7H-furo[3,2-g][1]benzopyran-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	+	0.8297	82.97%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7493	74.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.7941	79.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6662	66.62%
P-glycoprotein inhibitior	-	0.7675	76.75%
P-glycoprotein substrate	-	0.8792	87.92%
CYP3A4 substrate	-	0.6055	60.55%
CYP2C9 substrate	-	0.6657	66.57%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	+	0.5809	58.09%
CYP2C9 inhibition	-	0.7283	72.83%
CYP2C19 inhibition	-	0.8028	80.28%
CYP2D6 inhibition	-	0.7361	73.61%
CYP1A2 inhibition	-	0.7285	72.85%
CYP2C8 inhibition	-	0.9322	93.22%
CYP inhibitory promiscuity	-	0.8191	81.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.3954	39.54%
Eye corrosion	-	0.9823	98.23%
Eye irritation	+	0.5956	59.56%
Skin irritation	-	0.6495	64.95%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4372	43.72%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	-	0.7650	76.50%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6320	63.20%
Acute Oral Toxicity (c)	III	0.5994	59.94%
Estrogen receptor binding	+	0.8341	83.41%
Androgen receptor binding	+	0.7118	71.18%
Thyroid receptor binding	+	0.7297	72.97%
Glucocorticoid receptor binding	+	0.6787	67.87%
Aromatase binding	+	0.8623	86.23%
PPAR gamma	+	0.8139	81.39%
Honey bee toxicity	-	0.9586	95.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9264	92.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.33%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.05%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.21%	100.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.18%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.52%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.44%	90.71%

Plants that contains it

• Agathis macrophylla
• Angelica tarokoensis
• Dorstenia brasiliensis
• Echium italicum
• Fatoua villosa
• Paris dunniana
• Rhadinothamnus anceps
• Salvia officinalis subsp. oxyodon

Cross-Links

• PubChem: 71357556
• NPASS: NPC167625
• LOTUS: LTS0073784
• wikiData: Q82745605