10-Angeloylbutylphthalide

Details

• Internal ID: 1f96a33c-0d7c-4a50-84ec-68946638c62f
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: 4-(3-oxo-1H-2-benzofuran-1-yl)butan-2-yl (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC(C)CCC1C2=CC=CC=C2C(=O)O1
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC(C)CCC1C2=CC=CC=C2C(=O)O1
• InChI: InChI=1S/C17H20O4/c1-4-11(2)16(18)20-12(3)9-10-15-13-7-5-6-8-14(13)17(19)21-15/h4-8,12,15H,9-10H2,1-3H3/b11-4-
• InChI Key: JSAGVPHDQLARCV-WCIBSUBMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• CHEMBL500589
• SCHEMBL11987222

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8234	82.34%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6948	69.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8683	86.83%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7313	73.13%
P-glycoprotein inhibitior	-	0.6690	66.90%
P-glycoprotein substrate	-	0.7029	70.29%
CYP3A4 substrate	+	0.5725	57.25%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.6525	65.25%
CYP2C9 inhibition	-	0.6790	67.90%
CYP2C19 inhibition	-	0.5342	53.42%
CYP2D6 inhibition	-	0.8255	82.55%
CYP1A2 inhibition	+	0.7406	74.06%
CYP2C8 inhibition	-	0.8109	81.09%
CYP inhibitory promiscuity	+	0.5704	57.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9674	96.74%
Eye irritation	-	0.8962	89.62%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7355	73.55%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6320	63.20%
skin sensitisation	-	0.5581	55.81%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6059	60.59%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6585	65.85%
Acute Oral Toxicity (c)	III	0.6292	62.92%
Estrogen receptor binding	-	0.5487	54.87%
Androgen receptor binding	-	0.6470	64.70%
Thyroid receptor binding	-	0.6595	65.95%
Glucocorticoid receptor binding	-	0.7144	71.44%
Aromatase binding	-	0.8183	81.83%
PPAR gamma	-	0.8256	82.56%
Honey bee toxicity	-	0.7973	79.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9856	98.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.19%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.37%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.97%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.77%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.43%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.51%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.08%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.77%	89.34%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.47%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.87%	82.69%

Plants that contains it

• Angelica sinensis

Cross-Links

• PubChem: 11572826
• NPASS: NPC307651