[(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate

C28H48O9 — CID 162856893

About [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate

[(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate (PubChem CID 162856893) has the molecular formula C28H48O9 and a molecular weight of 528.68 g/mol. Its IUPAC name is [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate.

Molecular Properties

• Compound Name: [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate
• PubChem CID: 162856893
• Molecular Formula: C28H48O9
• Molecular Weight: 528.68 g/mol
• Exact Mass: 528.33
• IUPAC Name: [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate
• SMILES: CCCCC[C@@H]1CCCCCCCCCCCC(=O)O[C@@H]2[C@@H](O1)O[C@H](CO)[C@@H](OC(C)=O)[C@H]2OC(C)=O
• InChI: InChI=1S/C28H48O9/c1-4-5-13-16-22-17-14-11-9-7-6-8-10-12-15-18-24(32)37-27-26(34-21(3)31)25(33-20(2)30)23(19-29)36-28(27)35-22/h22-23,25-29H,4-19H2,1-3H3/t22-,23-,25-,26-,27+,28+/m1/s1
• InChIKey: ZDKNAKUXKUZXQR-NKKDEYRYSA-N
• XLogP: 4.75
• TPSA: 117.59 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 9
• Rotatable Bonds: 7
• Heavy Atoms: 37
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	528.68
LogP ≤ 5	4.75
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	9

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': '>_2_ester_groups', 'substructure': 'N/A'}, {'alert_name': 'Aliphatic_long_chain', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate?

The IUPAC name of [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate (CID 162856893) is [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate.

What is the SMILES notation for [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate?

The canonical SMILES for [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate is CCCCC[C@@H]1CCCCCCCCCCCC(=O)O[C@@H]2[C@@H](O1)O[C@H](CO)[C@@H](OC(C)=O)[C@H]2OC(C)=O.

What is the InChIKey of [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate?

The InChIKey is ZDKNAKUXKUZXQR-NKKDEYRYSA-N. The full InChI is InChI=1S/C28H48O9/c1-4-5-13-16-22-17-14-11-9-7-6-8-10-12-15-18-24(32)37-27-26(34-21(3)31)25(33-20(2)30)23(19-29)36-28(27)35-22/h22-23,25-29H,4-19H2,1-3H3/t22-,23-,25-,26-,27+,28+/m1/s1.

What are the key properties of [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate?

[(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate has a molecular weight of 528.68 g/mol, XLogP of 4.75, 7 rotatable bonds, 1 hydrogen bond donors, and 9 hydrogen bond acceptors.

Where does this data come from?

All data for [(1S,15R,17S,19R,20R,21R)-21-acetyloxy-19-(hydroxymethyl)-3-oxo-15-pentyl-2,16,18-trioxabicyclo[15.4.0]henicosan-20-yl] acetate is sourced from PubChem (CID 162856893), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).