methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate

C16H18O4 — CID 146652780

IUPACmethyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate
SMILESCOC(=O)[C@H]1C(=O)CCO[C@@H]1/C(C)=C/c1ccccc1
InChIInChI=1S/C16H18O4/c1-11(10-12-6-4-3-5-7-12)15-14(16(18)19-2)13(17)8-9-20-15/h3-7,10,14-15H,8-9H2,1-2H3/b11-10+/t14-,15+/m0/s1
InChIKeyISYNNMBHBPSIHT-KZGTWKPJSA-N
MW274.32 g/mol
LogP2.24
Rot. Bonds3

About methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate

methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate (PubChem CID 146652780) has the molecular formula C16H18O4 and a molecular weight of 274.32 g/mol. Its IUPAC name is methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate.

Molecular Properties

Compound Namemethyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate
PubChem CID146652780
Molecular FormulaC16H18O4
Molecular Weight274.32 g/mol
Exact Mass274.12
IUPAC Namemethyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate
SMILESCOC(=O)[C@H]1C(=O)CCO[C@@H]1/C(C)=C/c1ccccc1
InChIInChI=1S/C16H18O4/c1-11(10-12-6-4-3-5-7-12)15-14(16(18)19-2)13(17)8-9-20-15/h3-7,10,14-15H,8-9H2,1-2H3/b11-10+/t14-,15+/m0/s1
InChIKeyISYNNMBHBPSIHT-KZGTWKPJSA-N
XLogP2.24
TPSA52.60 Ų
H-Bond Donors
H-Bond Acceptors4
Rotatable Bonds3
Heavy Atoms20
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500274.32
LogP ≤ 52.24
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'beta-keto/anhydride', 'substructure': 'N/A'}

Analyze methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate with MolForge

Explore ADMET properties, 3D molecular structure, drug-likeness score, and discover similar compounds using our AI-powered platform.

Launch Full Analysis

Related Compounds

Diethyl 2,4-diacetyl-3-phenylpentanedioate
CID 297900
4,4-dimethyl-3-[(E)-2-phenylethenyl]-2-oxaspiro[5.5]undecane-1,5-dione
CID 5291593
Ethyl 2-ethyl-3-methyl-4-oxo-6-phenyl-3,4-dihydro-2h-pyran-5-carboxylate
CID 185056
4,4-Dimethyl-3-(2-phenylethenyl)-2-oxaspiro[5.5]undecane-1,5-dione
CID 2893981
3,3,5,5-tetramethyl-6-(2-phenylvinyl)dihydro-2H-pyran-2,4(3H)-dione
CID 5738656
methyl 2-[(3S,4R,6R)-4,6-dimethyl-6-[(2E,4E)-6-phenylhexa-2,4-dien-2-yl]dioxan-3-yl]acetate
CID 44584728
methyl 2-[(3S,4R,6R)-4,6-dimethyl-6-[(2E,4E)-4-methyl-6-phenylhexa-2,4-dien-2-yl]dioxan-3-yl]acetate
CID 44584729
(4S,6R)-6-[(1E,4R,6S,7E)-4,6-dimethoxy-8-phenylocta-1,7-dienyl]-4-hydroxyoxan-2-one
CID 163192936
Diisopropyl 7-phenyl-6,8-dioxaspiro[3.5]nonane-2,2-dicarboxylate
CID 56724841
6-[(Z)-1-Bromo-2-phenylethenyl]-3,3,5,5-tetramethyldihydro-2H-pyran-2,4(3H)-dione
CID 5291971
Dibenzyl ethylmalonate
CID 53752489
5-Benzyloxy-3-oxopentanoic acid methyl ester
CID 10988255

Frequently Asked Questions

What is the IUPAC name of methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate?
The IUPAC name of methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate (CID 146652780) is methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate.
What is the SMILES notation for methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate?
The canonical SMILES for methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate is COC(=O)[C@H]1C(=O)CCO[C@@H]1/C(C)=C/c1ccccc1.
What is the InChIKey of methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate?
The InChIKey is ISYNNMBHBPSIHT-KZGTWKPJSA-N. The full InChI is InChI=1S/C16H18O4/c1-11(10-12-6-4-3-5-7-12)15-14(16(18)19-2)13(17)8-9-20-15/h3-7,10,14-15H,8-9H2,1-2H3/b11-10+/t14-,15+/m0/s1.
What are the key properties of methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate?
methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate has a molecular weight of 274.32 g/mol, XLogP of 2.24, 3 rotatable bonds, 0 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for methyl (2S,3R)-4-oxo-2-[(E)-1-phenylprop-1-en-2-yl]oxane-3-carboxylate is sourced from PubChem (CID 146652780), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).