Caleprunin B

Details

• Internal ID: 4b5084f2-5ecc-4c6e-b2f4-bb946fa094e6
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-(5,6-dimethoxy-1-benzofuran-2-yl)ethanone
• SMILES (Canonical): CC(=O)C1=CC2=CC(=C(C=C2O1)OC)OC
• SMILES (Isomeric): CC(=O)C1=CC2=CC(=C(C=C2O1)OC)OC
• InChI: InChI=1S/C12H12O4/c1-7(13)9-4-8-5-11(14-2)12(15-3)6-10(8)16-9/h4-6H,1-3H3
• InChI Key: PBFSOUHYSIPPGH-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Caleprunin B
• 17249-61-5
• 2-Acetyl-5,6-dimethoxybenzofuran
• Ketone, 5,6-dimethoxy-2-benzofuranyl methyl
• 1-(5,6-dimethoxy-1-benzofuran-2-yl)ethanone
• SCHEMBL16492619
• DTXSID20169320
• PBFSOUHYSIPPGH-UHFFFAOYSA-N
• AKOS040761719
• HY-119901
• 1-(5,6 dimethoxy benzofuran-2-yl)ethanone
• CS-0078315
• 1-(5,6-dimethoxy-1-benzofuran-2-yl)ethan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7222	72.22%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6225	62.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9591	95.91%
OATP1B3 inhibitior	+	0.9837	98.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7353	73.53%
P-glycoprotein inhibitior	-	0.8009	80.09%
P-glycoprotein substrate	-	0.8243	82.43%
CYP3A4 substrate	-	0.6275	62.75%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.7575	75.75%
CYP3A4 inhibition	-	0.6908	69.08%
CYP2C9 inhibition	-	0.9175	91.75%
CYP2C19 inhibition	+	0.6658	66.58%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	+	0.9645	96.45%
CYP2C8 inhibition	-	0.7893	78.93%
CYP inhibitory promiscuity	+	0.6865	68.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4676	46.76%
Eye corrosion	-	0.9255	92.55%
Eye irritation	+	0.9224	92.24%
Skin irritation	-	0.7571	75.71%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4644	46.44%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8039	80.39%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7323	73.23%
Acute Oral Toxicity (c)	II	0.6301	63.01%
Estrogen receptor binding	+	0.5842	58.42%
Androgen receptor binding	-	0.6442	64.42%
Thyroid receptor binding	-	0.7405	74.05%
Glucocorticoid receptor binding	-	0.6259	62.59%
Aromatase binding	+	0.7000	70.00%
PPAR gamma	-	0.6094	60.94%
Honey bee toxicity	-	0.9056	90.56%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.9200	92.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.65%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.94%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.85%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.13%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.36%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.48%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	84.41%	90.20%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.71%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.15%	95.50%

Plants that contains it

• Ageratina sternbergiana
• Calea mediterranea
• Calea prunifolia
• Ligularia nanchuanica
• Ligularia odontomanes
• Ligularia przewalskii
• Ligularia veitchiana

Cross-Links

• PubChem: 176913
• LOTUS: LTS0127575
• wikiData: Q83038982