3-hydroxy-2-propan-2-ylidene-3H-furo[3,2-g]chromen-7-one

Details

• Internal ID: 49f5b441-6a39-4909-86a6-f9c077536ce0
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 3-hydroxy-2-propan-2-ylidene-3H-furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=C1C(C2=C(O1)C=C3C(=C2)C=CC(=O)O3)O)C
• SMILES (Isomeric): CC(=C1C(C2=C(O1)C=C3C(=C2)C=CC(=O)O3)O)C
• InChI: InChI=1S/C14H12O4/c1-7(2)14-13(16)9-5-8-3-4-12(15)17-10(8)6-11(9)18-14/h3-6,13,16H,1-2H3
• InChI Key: DPWHUPBQSNHRCZ-UHFFFAOYSA-N
• Popularity: 0 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): 55.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.51
• 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	+	0.9918	99.18%
Caco-2	+	0.8657	86.57%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8112	81.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5951	59.51%
P-glycoprotein inhibitior	-	0.7369	73.69%
P-glycoprotein substrate	-	0.8111	81.11%
CYP3A4 substrate	-	0.5658	56.58%
CYP2C9 substrate	-	0.6661	66.61%
CYP2D6 substrate	-	0.8365	83.65%
CYP3A4 inhibition	+	0.6156	61.56%
CYP2C9 inhibition	+	0.7413	74.13%
CYP2C19 inhibition	+	0.8471	84.71%
CYP2D6 inhibition	-	0.6842	68.42%
CYP1A2 inhibition	+	0.6883	68.83%
CYP2C8 inhibition	-	0.8185	81.85%
CYP inhibitory promiscuity	+	0.7926	79.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.5273	52.73%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.6006	60.06%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6688	66.88%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6008	60.08%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6646	66.46%
Acute Oral Toxicity (c)	II	0.4549	45.49%
Estrogen receptor binding	+	0.7557	75.57%
Androgen receptor binding	-	0.5139	51.39%
Thyroid receptor binding	+	0.5611	56.11%
Glucocorticoid receptor binding	-	0.5592	55.92%
Aromatase binding	+	0.7424	74.24%
PPAR gamma	+	0.7293	72.93%
Honey bee toxicity	-	0.8946	89.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	93.95%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.89%	99.23%
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.61%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.10%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.31%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.17%	89.00%

Plants that contains it

• Smyrniopsis aucheri

Cross-Links

• PubChem: 14185724
• LOTUS: LTS0161884
• wikiData: Q104986745