(3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid

C21H27NO8 — CID 118720938

IUPAC(3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
SMILESCC(=O)N[C@H]1C([C@H](O)[C@H](O)CO)OC(C(=O)O)=C(C/C=C/c2ccc(C)cc2)[C@@H]1O
InChIInChI=1S/C21H27NO8/c1-11-6-8-13(9-7-11)4-3-5-14-17(26)16(22-12(2)24)20(18(27)15(25)10-23)30-19(14)21(28)29/h3-4,6-9,15-18,20,23,25-27H,5,10H2,1-2H3,(H,22,24)(H,28,29)/b4-3+/t15-,16-,17+,18-,20?/m1/s1
InChIKeyCCPSTGRFUHTVNN-DWYDXDSKSA-N
MW421.45 g/mol
LogP-0.28
Rot. Bonds8

About (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid

(3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid (PubChem CID 118720938) has the molecular formula C21H27NO8 and a molecular weight of 421.45 g/mol. Its IUPAC name is (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid.

Molecular Properties

Compound Name(3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
PubChem CID118720938
Molecular FormulaC21H27NO8
Molecular Weight421.45 g/mol
Exact Mass421.17
IUPAC Name(3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
SMILESCC(=O)N[C@H]1C([C@H](O)[C@H](O)CO)OC(C(=O)O)=C(C/C=C/c2ccc(C)cc2)[C@@H]1O
InChIInChI=1S/C21H27NO8/c1-11-6-8-13(9-7-11)4-3-5-14-17(26)16(22-12(2)24)20(18(27)15(25)10-23)30-19(14)21(28)29/h3-4,6-9,15-18,20,23,25-27H,5,10H2,1-2H3,(H,22,24)(H,28,29)/b4-3+/t15-,16-,17+,18-,20?/m1/s1
InChIKeyCCPSTGRFUHTVNN-DWYDXDSKSA-N
XLogP-0.28
TPSA156.55 Ų
H-Bond Donors6
H-Bond Acceptors7
Rotatable Bonds8
Heavy Atoms30
Complexity—

Lipinski Rule of Five

1 violation

RuleValue
MW ≤ 500421.45
LogP ≤ 5-0.28
H-Bond Donors ≤ 56
H-Bond Acceptors ≤ 107

Analyze (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid with MolForge

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Frequently Asked Questions

What is the IUPAC name of (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid?
The IUPAC name of (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid (CID 118720938) is (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid.
What is the SMILES notation for (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid?
The canonical SMILES for (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid is CC(=O)N[C@H]1C([C@H](O)[C@H](O)CO)OC(C(=O)O)=C(C/C=C/c2ccc(C)cc2)[C@@H]1O.
What is the InChIKey of (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid?
The InChIKey is CCPSTGRFUHTVNN-DWYDXDSKSA-N. The full InChI is InChI=1S/C21H27NO8/c1-11-6-8-13(9-7-11)4-3-5-14-17(26)16(22-12(2)24)20(18(27)15(25)10-23)30-19(14)21(28)29/h3-4,6-9,15-18,20,23,25-27H,5,10H2,1-2H3,(H,22,24)(H,28,29)/b4-3+/t15-,16-,17+,18-,20?/m1/s1.
What are the key properties of (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid?
(3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid has a molecular weight of 421.45 g/mol, XLogP of -0.28, 8 rotatable bonds, 6 hydrogen bond donors, and 7 hydrogen bond acceptors.
Where does this data come from?
All data for (3R,4S)-3-acetamido-4-hydroxy-5-[(E)-3-(4-methylphenyl)prop-2-enyl]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid is sourced from PubChem (CID 118720938), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).