8-Acetyl-2H-furo[2,3-H]chromen-2-one

Details

• Internal ID: 98f921f1-bbee-47b1-a540-f7d40069b331
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 8-acetylfuro[2,3-h]chromen-2-one
• SMILES (Canonical): CC(=O)C1=CC2=C(O1)C=CC3=C2OC(=O)C=C3
• SMILES (Isomeric): CC(=O)C1=CC2=C(O1)C=CC3=C2OC(=O)C=C3
• InChI: InChI=1S/C13H8O4/c1-7(14)11-6-9-10(16-11)4-2-8-3-5-12(15)17-13(8)9/h2-6H,1H3
• InChI Key: FHBLDHGQJXHHPA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₄
• Molecular Weight: 228.20 g/mol
• Exact Mass: 228.04225873 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 8-ACETYL-2H-FURO[2,3-H]CHROMEN-2-ONE
• 2'-Acetylangelicin
• 2H-Furo[2,3-h]-1-benzopyran-2-one, 8-acetyl-
• DTXSID00415690
• CHEBI:228984
• 8-acetyluro[2,3-h]chromen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	+	0.5989	59.89%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6778	67.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9622	96.22%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7222	72.22%
P-glycoprotein inhibitior	-	0.8233	82.33%
P-glycoprotein substrate	-	0.8896	88.96%
CYP3A4 substrate	-	0.6226	62.26%
CYP2C9 substrate	-	0.7993	79.93%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	+	0.6701	67.01%
CYP2C9 inhibition	-	0.7310	73.10%
CYP2C19 inhibition	-	0.5349	53.49%
CYP2D6 inhibition	-	0.6990	69.90%
CYP1A2 inhibition	+	0.8180	81.80%
CYP2C8 inhibition	-	0.8150	81.50%
CYP inhibitory promiscuity	-	0.7132	71.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Warning	0.4430	44.30%
Eye corrosion	-	0.9378	93.78%
Eye irritation	-	0.8894	88.94%
Skin irritation	+	0.6284	62.84%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5965	59.65%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8235	82.35%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8674	86.74%
Acute Oral Toxicity (c)	III	0.6353	63.53%
Estrogen receptor binding	+	0.6434	64.34%
Androgen receptor binding	+	0.7977	79.77%
Thyroid receptor binding	-	0.6545	65.45%
Glucocorticoid receptor binding	+	0.7512	75.12%
Aromatase binding	+	0.7559	75.59%
PPAR gamma	+	0.5394	53.94%
Honey bee toxicity	-	0.9470	94.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9070	90.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.31%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.25%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.14%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.01%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.36%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.40%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.27%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.19%	94.42%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.74%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.43%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.38%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.17%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.03%	99.17%

Plants that contains it

• Cnidium monnieri

Cross-Links

• PubChem: 5315489
• NPASS: NPC10650