3,4,6-tri-O-acetylglucal
PubChem CID
102891
Structure
Chemical Safety
Molecular Formula
Synonyms
- 3,4,6-tri-O-Acetyl-D-glucal
- Tri-O-acetylglucal
- Triacetyl-D-glucal
- 3,4,6-Tri-O-acetylglucal
- D-Glucal triacetate
Molecular Weight
272.25 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2005-03-26
- Modify:2025-01-18
See also: 3,4,6-Tri-O-acetyl-D-galactal (annotation moved to).
Chemical Structure Depiction
(3,4-diacetyloxy-3,4-dihydro-2H-pyran-2-yl)methyl acetate
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)
InChI=1S/C12H16O7/c1-7(13)17-6-11-12(19-9(3)15)10(4-5-16-11)18-8(2)14/h4-5,10-12H,6H2,1-3H3
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
LLPWGHLVUPBSLP-UHFFFAOYSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
CC(=O)OCC1C(C(C=CO1)OC(=O)C)OC(=O)C
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C12H16O7
Computed by PubChem 2.1 (PubChem release 2019.06.18)
2873-29-2
4098-06-0
- 3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol
- 3,4,6-tri-O-acetyl-D-glucal
- 3,4,6-tri-O-acetylglucal
- 3,4,6-tri-O-Acetyl-D-glucal
- Tri-O-acetylglucal
- Triacetyl-D-glucal
- 3,4,6-Tri-O-acetylglucal
- D-Glucal triacetate
- Tri-O-Acetyl-L-glucal
- EINECS 220-709-0
- (3,4-diacetyloxy-3,4-dihydro-2H-pyran-2-yl)methyl acetate
- D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, triacetate
- [3,4-bis(acetyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl acetate
- D-Arabino-Hex-1-enopyranose, 1,2-dideoxy-, triacetate
- C12H16O7
- MFCD00064092
- 3,4,6TriOacetylglucal
- 2,6-Anhydro-5-deoxy-D-arabino-hex-5-enitol triacetate
- (-)-Tri-O-acetyl-D-glucal
- SCHEMBL12083311
- DTXSID90863045
- NSC66181
- EINECS 223-859-5
- NSC-66181
- NSC287428
- AKOS030212726
- NSC-287428
- LS-14102
- SY009244
- SY017625
- SY356451
- SY382485
- 1,5Anhydro2deoxyDarabinohex1enitol triacetate
- DarabinoHex1enitol, 1,5anhydro2deoxy, triacetate
- 1,2Dideoxy3,4,6triOacetylDarabino1hexenopyranose
- 3,4,6TriOacetyl1,5anhydro2deoxyDarabinohex1enitol
- 1,3,4-Tri-O-acetyl-2,6-anhydro-5-deoxyhex-5-enitol
- 1,5-Anhydro-2-deoxy-D-arabino-hex-1-enitol triacetate
- 2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl (2R,3R,4S)-Diacetate
- 2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl (2R,3S,4S)-Diacetate
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
272.25 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
0.2
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
0
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
7
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
7
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
272.08960285 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
272.08960285 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
88.1 Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
19
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
388
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
3
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2019.01.04)
White crystalline powder; [Sigma-Aldrich MSDS]
Biological Agents -> Monosaccharides and Derivatives
Accession ID
Authors
SASAKI S, TOYOHASHI UNIV. OF TECH.
Instrument
Unknown
Instrument Type
EI-B
MS Level
MS
Ionization Mode
POSITIVE
Top 5 Peaks
110 999
97 990
139 900
81 400
152 360
License
CC BY-NC-SA
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Isotope Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
3,4,6-Tri-O-acetyl-D-galactal (annotation moved to)
Pictogram(s)
Signal
Warning
GHS Hazard Statements
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
Precautionary Statement Codes
P264, P270, P301+P317, P330, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)
ECHA C&L Notifications Summary
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Acute Tox. 4 (100%)
Not Classified
Not considered hazardous by GHS classification; [Sigma-Aldrich MSDS] See beta-D-Glucose and Glucose.
New Zealand EPA Inventory of Chemical Status
D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, triacetate: Does not have an individual approval but may be used under an appropriate group standard
New Zealand EPA Inventory of Chemical Status
2,6-Anhydro-5-deoxy-D-arabino-hex-5-enitol triacetate: Does not have an individual approval but may be used under an appropriate group standard
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=LLPWGHLVUPBSLP-UHFFFAOYSA-N
- ChemIDplus3,4,6-Tri-O-acetylglucalhttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=00028732922,6-Anhydro-5-deoxy-D-arabino-hex-5-enitol triacetatehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0004098060ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- European Chemicals Agency (ECHA)LICENSEUse of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.https://echa.europa.eu/web/guest/legal-notice2,6-anhydro-5-deoxy-D-arabino-hex-5-enitol triacetatehttps://echa.europa.eu/substance-information/-/substanceinfo/100.021.6901,5-anhydro-2-deoxy-D-arabino-hex-1-enitol triacetatehttps://echa.europa.eu/substance-information/-/substanceinfo/100.018.8271,5-anhydro-2-deoxy-D-arabino-hex-1-enitol triacetate (EC: 220-709-0)https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/966612,6-anhydro-5-deoxy-D-arabino-hex-5-enitol triacetate (EC: 223-859-5)https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/70577
- New Zealand Environmental Protection Authority (EPA)LICENSEThis work is licensed under the Creative Commons Attribution-ShareAlike 4.0 International licence.https://www.epa.govt.nz/about-this-site/general-copyright-statement/D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, triacetatehttps://www.epa.govt.nz/industry-areas/hazardous-substances/guidance-for-importers-and-manufacturers/hazardous-substances-databases/
- DTP/NCILICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuse
- EPA DSSTox1,3,4-Tri-O-acetyl-2,6-anhydro-5-deoxyhex-5-enitolhttps://comptox.epa.gov/dashboard/DTXSID90863045
- Haz-Map, Information on Hazardous Chemicals and Occupational DiseasesLICENSECopyright (c) 2022 Haz-Map(R). All rights reserved. Unless otherwise indicated, all materials from Haz-Map are copyrighted by Haz-Map(R). No part of these materials, either text or image may be used for any purpose other than for personal use. Therefore, reproduction, modification, storage in a retrieval system or retransmission, in any form or by any means, electronic, mechanical or otherwise, for reasons other than personal use, is strictly prohibited without prior written permission.https://haz-map.com/AboutTri-O-acetyl-D-glucalhttps://haz-map.com/Agents/21786
- Japan Chemical Substance Dictionary (Nikkaji)
- MassBank Europe3,4,6-TRI-O-ACETYL-D-GLUCALhttps://massbank.eu/MassBank/Result.jsp?inchikey=LLPWGHLVUPBSLP-UTUOFQBUSA-N
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-lawTri-O-acetyl-D-glucalhttp://www.nist.gov/srd/nist1a.cfm
- SpectraBase3,4,6-Tri-o-acetyl-d-glucalhttps://spectrabase.com/spectrum/H8MI7gX8YypD-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-, triacetatehttps://spectrabase.com/spectrum/1wk3E8pktE3,4,6-Tri-O-acetyl-1,2-dideoxy-glucohex-1-enopyranosehttps://spectrabase.com/spectrum/5xgnZSKePLT3,4,6-Tri-O-acetyl-1,2-dideoxy-glucohex-1-enopyranosehttps://spectrabase.com/spectrum/GgsGRcbXse1
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.html3,4,6-tri-O-acetylglucalhttps://www.ncbi.nlm.nih.gov/mesh/67043334
- GHS Classification (UNECE)GHS Classification Treehttp://www.unece.org/trans/danger/publi/ghs/ghs_welcome_e.html
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 389961336https://pubchem.ncbi.nlm.nih.gov/substance/389961336
CONTENTS