Propanoylbitalin A

Details

• Internal ID: 791f9f10-3a46-432c-bd1c-2053a2e17e2f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 2-[(2R)-5-acetyl-2,3-dihydro-1-benzofuran-2-yl]prop-2-enyl propanoate
• SMILES (Canonical): CCC(=O)OCC(=C)C1CC2=C(O1)C=CC(=C2)C(=O)C
• SMILES (Isomeric): CCC(=O)OCC(=C)[C@H]1CC2=C(O1)C=CC(=C2)C(=O)C
• InChI: InChI=1S/C16H18O4/c1-4-16(18)19-9-10(2)15-8-13-7-12(11(3)17)5-6-14(13)20-15/h5-7,15H,2,4,8-9H2,1,3H3/t15-/m1/s1
• InChI Key: DPSYWRWKIKPZLH-OAHLLOKOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• CHEMBL2334415

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.5464	54.64%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7629	76.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5511	55.11%
P-glycoprotein inhibitior	-	0.7861	78.61%
P-glycoprotein substrate	-	0.7183	71.83%
CYP3A4 substrate	+	0.5120	51.20%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8086	80.86%
CYP3A4 inhibition	+	0.5637	56.37%
CYP2C9 inhibition	+	0.6908	69.08%
CYP2C19 inhibition	+	0.8039	80.39%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	+	0.8259	82.59%
CYP2C8 inhibition	+	0.5661	56.61%
CYP inhibitory promiscuity	+	0.9082	90.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8243	82.43%
Carcinogenicity (trinary)	Non-required	0.5980	59.80%
Eye corrosion	-	0.9534	95.34%
Eye irritation	-	0.5688	56.88%
Skin irritation	-	0.7634	76.34%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4332	43.32%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.6418	64.18%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6308	63.08%
Acute Oral Toxicity (c)	III	0.5891	58.91%
Estrogen receptor binding	-	0.7302	73.02%
Androgen receptor binding	-	0.7252	72.52%
Thyroid receptor binding	-	0.5898	58.98%
Glucocorticoid receptor binding	-	0.6233	62.33%
Aromatase binding	-	0.5113	51.13%
PPAR gamma	-	0.8023	80.23%
Honey bee toxicity	-	0.8982	89.82%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5802	58.02%
Fish aquatic toxicity	+	0.9970	99.70%

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	96.36%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.04%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	92.57%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.90%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.67%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.93%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.86%	97.21%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.99%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.92%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.79%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.54%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.23%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.14%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.57%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.30%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	80.03%	94.73%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 71659268
• LOTUS: LTS0092504
• wikiData: Q104986693