methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate

C16H22O11 — CID 11058228

IUPACmethyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate
SMILESCOC(=O)[C@@]1(OC(C)=O)C[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1
InChIInChI=1S/C16H22O11/c1-8(17)23-7-13-14(25-10(3)19)12(24-9(2)18)6-16(27-13,15(21)22-5)26-11(4)20/h12-14H,6-7H2,1-5H3/t12-,13-,14+,16-/m1/s1
InChIKeyICJFQOTZTKXACE-HGTKMLMNSA-N
MW390.34 g/mol
LogP-0.37
Rot. Bonds6

About methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate

methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate (PubChem CID 11058228) has the molecular formula C16H22O11 and a molecular weight of 390.34 g/mol. Its IUPAC name is methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate.

Molecular Properties

Compound Namemethyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate
PubChem CID11058228
Molecular FormulaC16H22O11
Molecular Weight390.34 g/mol
Exact Mass390.12
IUPAC Namemethyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate
SMILESCOC(=O)[C@@]1(OC(C)=O)C[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1
InChIInChI=1S/C16H22O11/c1-8(17)23-7-13-14(25-10(3)19)12(24-9(2)18)6-16(27-13,15(21)22-5)26-11(4)20/h12-14H,6-7H2,1-5H3/t12-,13-,14+,16-/m1/s1
InChIKeyICJFQOTZTKXACE-HGTKMLMNSA-N
XLogP-0.37
TPSA140.73 Ų
H-Bond Donors
H-Bond Acceptors11
Rotatable Bonds6
Heavy Atoms27
Complexity—

Lipinski Rule of Five

1 violation

RuleValue
MW ≤ 500390.34
LogP ≤ 5-0.37
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 1011

Computed Properties (RDKit)

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

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Related Compounds

Methyl 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranuronate
CID 95087
Methyl D-glucopyranuronate 1,2,3,4-tetraacetate
CID 11047049
(2R,3R,4S,5R)-2-(Acetoxymethyl)-6-oxotetrahydro-2H-pyran-3,4,5-triyl triacetate
CID 11013415
alpha-D-Galactopyranosiduronic acid, methyl methyl ester, triacetate
CID 142031
Kdo(a2-4)Kdo(a)-O-Pr
CID 72199994
alpha-D-Glucopyranuronic acid, methyl ester, tetraacetate
CID 226478
Methyl 2,3,4-tri-O-acetyl-B-D-glucuronic acid methyl ester
CID 11057163
beta-D-Glucopyranuronic acid, ethyl ester, tetraacetate
CID 90475825
methyl (2S,3S,4S,5R,6S)-3,4,5-trimethoxy-6-[(2R,3R,4S,5S)-1,2,4,5,6-pentamethoxyhexan-3-yl]oxyoxane-2-carboxylate
CID 162888423
(2S,4S,5S,6R,7S,8R)-4,5,6,7,8-pentahydroxy-2-[[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]nonanoic acid
CID 163193995
3-Deoxy-4-O-(3-deoxy-alpha-D-manno-2-octulopyranosonosyl)-alpha-D-manno-2-octulopyranosonic acid
CID 196322
(2R,3S,4S,5R,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxy-2-propoxyoxane-2-carboxylate
CID 72200019

Frequently Asked Questions

What is the IUPAC name of methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate?
The IUPAC name of methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate (CID 11058228) is methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate.
What is the SMILES notation for methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate?
The canonical SMILES for methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate is COC(=O)[C@@]1(OC(C)=O)C[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1.
What is the InChIKey of methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate?
The InChIKey is ICJFQOTZTKXACE-HGTKMLMNSA-N. The full InChI is InChI=1S/C16H22O11/c1-8(17)23-7-13-14(25-10(3)19)12(24-9(2)18)6-16(27-13,15(21)22-5)26-11(4)20/h12-14H,6-7H2,1-5H3/t12-,13-,14+,16-/m1/s1.
What are the key properties of methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate?
methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate has a molecular weight of 390.34 g/mol, XLogP of -0.37, 6 rotatable bonds, 0 hydrogen bond donors, and 11 hydrogen bond acceptors.
Where does this data come from?
All data for methyl (2S,4R,5S,6R)-2,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-carboxylate is sourced from PubChem (CID 11058228), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).