[(2R,3R)-5-[(1S)-1-acetyloxyethyl]-2-(3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] 3-methylbutanoate

Details

• Internal ID: 881e3fde-55ce-4469-8523-2826fc565028
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: [(2R,3R)-5-[(1S)-1-acetyloxyethyl]-2-(3-oxoprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] 3-methylbutanoate
• InChI: InChI=1S/C20H24O6/c1-11(2)8-18(23)26-20-16-9-15(13(4)24-14(5)22)6-7-17(16)25-19(20)12(3)10-21/h6-7,9-11,13,19-20H,3,8H2,1-2,4-5H3/t13-,19+,20+/m0/s1
• InChI Key: XQHWUPXUEFPMSI-CJMONDIMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	-	0.5651	56.51%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6846	68.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	+	0.8721	87.21%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6299	62.99%
P-glycoprotein inhibitior	+	0.6101	61.01%
P-glycoprotein substrate	-	0.5993	59.93%
CYP3A4 substrate	+	0.5849	58.49%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.8316	83.16%
CYP3A4 inhibition	-	0.5915	59.15%
CYP2C9 inhibition	-	0.5326	53.26%
CYP2C19 inhibition	+	0.7541	75.41%
CYP2D6 inhibition	-	0.9102	91.02%
CYP1A2 inhibition	+	0.7096	70.96%
CYP2C8 inhibition	-	0.6940	69.40%
CYP inhibitory promiscuity	+	0.7129	71.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5226	52.26%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.8710	87.10%
Skin irritation	-	0.8046	80.46%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5101	51.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6883	68.83%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5612	56.12%
skin sensitisation	+	0.5479	54.79%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7021	70.21%
Acute Oral Toxicity (c)	III	0.4477	44.77%
Estrogen receptor binding	+	0.6368	63.68%
Androgen receptor binding	+	0.5760	57.60%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7570	75.70%
Aromatase binding	-	0.5209	52.09%
PPAR gamma	-	0.7746	77.46%
Honey bee toxicity	-	0.7182	71.82%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5607	56.07%
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	96.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.21%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.65%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.46%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.48%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.43%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.37%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.02%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.66%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.41%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.25%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.27%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.77%	96.00%

Plants that contains it

• Minuria leptophylla

Cross-Links

• PubChem: 162980809
• LOTUS: LTS0100952
• wikiData: Q105339711