(1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid

C22H28O14 — CID 11730977

About (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid

(1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid (PubChem CID 11730977) has the molecular formula C22H28O14 and a molecular weight of 516.45 g/mol. Its IUPAC name is (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid.

Molecular Properties

• Compound Name: (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid
• PubChem CID: 11730977
• Molecular Formula: C22H28O14
• Molecular Weight: 516.45 g/mol
• Exact Mass: 516.15
• IUPAC Name: (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid
• SMILES: CC(=O)OC[C@H]1O[C@@H](O[C@@H]2C[C@H]3C[C@H](C(=O)O3)[C@@H]2C(=O)O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
• InChI: InChI=1S/C22H28O14/c1-8(23)30-7-15-17(31-9(2)24)18(32-10(3)25)19(33-11(4)26)22(36-15)35-14-6-12-5-13(21(29)34-12)16(14)20(27)28/h12-19,22H,5-7H2,1-4H3,(H,27,28)/t12-,13+,14-,15-,16+,17-,18+,19-,22-/m1/s1
• InChIKey: UCDSHYZKZNGHJA-DYJFJFQCSA-N
• XLogP: -0.51
• TPSA: 187.26 Ų
• H-Bond Donors: 1
• H-Bond Acceptors: 13
• Rotatable Bonds: 8
• Heavy Atoms: 36
• Complexity: —

Lipinski Rule of Five

2 violations

Rule	Value
MW ≤ 500	516.45
LogP ≤ 5	-0.51
H-Bond Donors ≤ 5	1
H-Bond Acceptors ≤ 10	13

Computed Properties (RDKit)

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

Frequently Asked Questions

What is the IUPAC name of (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid?

The IUPAC name of (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid (CID 11730977) is (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid.

What is the SMILES notation for (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid?

The canonical SMILES for (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid is CC(=O)OC[C@H]1O[C@@H](O[C@@H]2C[C@H]3C[C@H](C(=O)O3)[C@@H]2C(=O)O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O.

What is the InChIKey of (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid?

The InChIKey is UCDSHYZKZNGHJA-DYJFJFQCSA-N. The full InChI is InChI=1S/C22H28O14/c1-8(23)30-7-15-17(31-9(2)24)18(32-10(3)25)19(33-11(4)26)22(36-15)35-14-6-12-5-13(21(29)34-12)16(14)20(27)28/h12-19,22H,5-7H2,1-4H3,(H,27,28)/t12-,13+,14-,15-,16+,17-,18+,19-,22-/m1/s1.

What are the key properties of (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid?

(1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid has a molecular weight of 516.45 g/mol, XLogP of -0.51, 8 rotatable bonds, 1 hydrogen bond donors, and 13 hydrogen bond acceptors.

Where does this data come from?

All data for (1S,2S,3R,5R)-7-oxo-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-oxabicyclo[3.2.1]octane-2-carboxylic acid is sourced from PubChem (CID 11730977), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).