(2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

C15H26NO11P — CID 53330300

About (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

(2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid (PubChem CID 53330300) has the molecular formula C15H26NO11P and a molecular weight of 427.34 g/mol. Its IUPAC name is (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid.

Molecular Properties

• Compound Name: (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• PubChem CID: 53330300
• Molecular Formula: C15H26NO11P
• Molecular Weight: 427.34 g/mol
• Exact Mass: 427.12
• IUPAC Name: (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• SMILES: C=CCO[C@]1(C(=O)O)C[C@H](OP(C)(=O)O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O1
• InChI: InChI=1S/C15H26NO11P/c1-4-5-25-15(14(21)22)6-10(27-28(3,23)24)11(16-8(2)18)13(26-15)12(20)9(19)7-17/h4,9-13,17,19-20H,1,5-7H2,2-3H3,(H,16,18)(H,21,22)(H,23,24)/t9-,10+,11-,12-,13-,15-/m1/s1
• InChIKey: VHKHQPRABCPGKJ-AOWZIMASSA-N
• XLogP: -1.82
• TPSA: 192.08 Ų
• H-Bond Donors: 6
• H-Bond Acceptors: 9
• Rotatable Bonds: 10
• Heavy Atoms: 28
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	427.34
LogP ≤ 5	-1.82
H-Bond Donors ≤ 5	6
H-Bond Acceptors ≤ 10	9

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'isolated_alkene', 'substructure': 'N/A'}, {'alert_name': 'phosphor', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid?

The IUPAC name of (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid (CID 53330300) is (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid.

What is the SMILES notation for (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid?

The canonical SMILES for (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid is C=CCO[C@]1(C(=O)O)C[C@H](OP(C)(=O)O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O1.

What is the InChIKey of (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid?

The InChIKey is VHKHQPRABCPGKJ-AOWZIMASSA-N. The full InChI is InChI=1S/C15H26NO11P/c1-4-5-25-15(14(21)22)6-10(27-28(3,23)24)11(16-8(2)18)13(26-15)12(20)9(19)7-17/h4,9-13,17,19-20H,1,5-7H2,2-3H3,(H,16,18)(H,21,22)(H,23,24)/t9-,10+,11-,12-,13-,15-/m1/s1.

What are the key properties of (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid?

(2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid has a molecular weight of 427.34 g/mol, XLogP of -1.82, 10 rotatable bonds, 6 hydrogen bond donors, and 9 hydrogen bond acceptors.

Where does this data come from?

All data for (2R,4S,5S,6R)-5-acetamido-4-[hydroxy(methyl)phosphoryl]oxy-2-prop-2-enoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid is sourced from PubChem (CID 53330300), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).