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d-Hamamelopyranose

HCID 439601
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Basic information

CAS
4573-78-8
Standard SMILES
OC[C@]1(O)C(O)OC[C@@H](O)[C@H]1O
InChIKey
LPZIZDWZKIXVRZ-DUVQVXGLSA-N
Molecular formula
C6H12O6
Average molar mass
180.16 g/mol
Monoisotopic mass
180.0633881

Names & identifiers

Preferred name
d-Hamamelopyranose
IUPAC
(3R,4R,5R)-3-(hydroxymethyl)oxane-2,3,4,5-tetrol
English name
D-Hamamelose
Molecular formula
C6H12O6
Molecular weight
180.16

Names & synonyms

d-hamamelopyranoseSCHEMBL296553452-C-(Hydroxymethyl)pentopyranoseDTXSID309634322-C-(Hydroxymethyl)-D-ribopyranoseC01906hamameloseD-HaMMeloseD-Hamamelose2-Hydroxymethyl-D-ribose2-C-HYDROXYMETHYL-D-RIBOSED-Ribose, 2-C-(hydroxyMethyl)-
Show more names
Ribose, 2-C-(hydroxymethyl)-A632-C-Hydroxymethyl-D-ribose,HamameloseHAMAMELOSE (2-C-HYDROXYMETHYL-D-RIBOSE)(3R,4R,5R)-3-Methyloltetrahydropyran-2,3,4,5-Tetrol

Database identifiers

CAS
4573-78-8
PubChem CID
439601
DTXSID
DTXSID30963432
Nikkaji
J3.047.779K

Properties

Computed structural properties

XLogP
-2.8
Topological polar surface area
110 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
6
Rotatable bonds
1
Heavy atoms
12
Formal charge
0
Complexity
162

Physicochemical properties

FDA UNII
3107 IMR9FU · 3107IMR9FU
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
280 · P280-P305+P351+P338

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H335
Precautionary statements
P280-P305+P351+P338

Chemistry & industry

Applications

Uses2-C-Hydroxymethyl-D-ribose can bind the human Intelectin-1 protein. This could modulate the binding of other protein ligands. 2-C-Hydroxymethyl-D-ribose is also a useful reagent for the synthesis of Trachycladines A/B and analogues.

Upstream & downstream products

Downstream products

2-Hydroxypropanoic acid

Additional notes

DefinitionChEBI: An aldopentose comprising D-ribose having a hydroxymethyl group at the 2-position.

Related reactions

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Compound notes

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