1-Thio-beta-D-glucose pentaacetate

C16H22O10S — CID 112967

IUPAC[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-acetylsulfanyloxan-2-yl]methyl acetate
SMILESCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)SC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
InChIInChI=1S/C16H22O10S/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(26-12)27-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15-,16+/m1/s1
InChIKeyCFAJEDWNNGFOQV-LJIZCISZSA-N
MW406.40 g/mol
LogP1.20
Rot. Bonds11

About 1-Thio-beta-D-glucose pentaacetate

1-Thio-beta-D-glucose pentaacetate (PubChem CID 112967) has the molecular formula C16H22O10S and a molecular weight of 406.40 g/mol. Its IUPAC name is [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-acetylsulfanyloxan-2-yl]methyl acetate.

Molecular Properties

Compound Name1-Thio-beta-D-glucose pentaacetate
PubChem CID112967
Molecular FormulaC16H22O10S
Molecular Weight406.40 g/mol
Exact Mass406.09
IUPAC Name[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-acetylsulfanyloxan-2-yl]methyl acetate
SMILESCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)SC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
InChIInChI=1S/C16H22O10S/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(26-12)27-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15-,16+/m1/s1
InChIKeyCFAJEDWNNGFOQV-LJIZCISZSA-N
XLogP1.20
TPSA157.00 Ų
H-Bond Donors
H-Bond Acceptors11
Rotatable Bonds11
Heavy Atoms27
Complexity604

Lipinski Rule of Five

1 violation

RuleValue
MW ≤ 500406.40
LogP ≤ 51.20
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 1011

Computed Properties (RDKit)

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

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Related Compounds

beta-D-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate
CID 88293
2-(ethylsulfonyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thiohexopyranoside
CID 3105259
1-Thio-alpha-D-glucopyranose pentaacetate
CID 259717
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl Ethylxanthate
CID 5481351
Ethyl 2,3,4,6-tetra-o-acetyl-1-thio-beta-d-glucopyranoside
CID 10960161
beta-D-Galactopyranose, 1-thio-, 2,3,4,6-tetraacetate
CID 11100577
alpha-D-Glucopyranose, 1-thio-, 1,2,3,4,6-pentaacetate
CID 101166
Ethyl 2,3,4,6-tetra-O-acetyl-a-D-thioglucopyranoside
CID 14078058
(3,4,5-Triacetyloxy-6-ethoxycarbothioylsulfanyloxan-2-yl)methyl acetate
CID 248661
[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(2-amino-2-oxoethyl)sulfanyloxan-2-yl]methyl acetate
CID 44568264
[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-(2-amino-2-oxoethyl)sulfanyloxan-2-yl]methyl acetate
CID 44568265
[(2R,3R,4S,5S,6S)-3,4,5-triacetyloxy-6-(2-amino-2-oxoethyl)sulfanyloxan-2-yl]methyl acetate
CID 44568266

Frequently Asked Questions

What is the IUPAC name of 1-Thio-beta-D-glucose pentaacetate?
The IUPAC name of 1-Thio-beta-D-glucose pentaacetate (CID 112967) is [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-acetylsulfanyloxan-2-yl]methyl acetate.
What is the SMILES notation for 1-Thio-beta-D-glucose pentaacetate?
The canonical SMILES for 1-Thio-beta-D-glucose pentaacetate is CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)SC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C.
What is the InChIKey of 1-Thio-beta-D-glucose pentaacetate?
The InChIKey is CFAJEDWNNGFOQV-LJIZCISZSA-N. The full InChI is InChI=1S/C16H22O10S/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(26-12)27-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15-,16+/m1/s1.
What are the key properties of 1-Thio-beta-D-glucose pentaacetate?
1-Thio-beta-D-glucose pentaacetate has a molecular weight of 406.40 g/mol, XLogP of 1.20, 11 rotatable bonds, 0 hydrogen bond donors, and 11 hydrogen bond acceptors.
Where does this data come from?
All data for 1-Thio-beta-D-glucose pentaacetate is sourced from PubChem (CID 112967), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).