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02240

Sigma-Aldrich

Adonitol

BioXtra, ≥99.0% (HPLC)

Synonym(s):

Adonite, Ribitol

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About This Item

Empirical Formula (Hill Notation):
C5H12O5
CAS Number:
488-81-3
Molecular Weight:
152.15
Beilstein:
1720524
EC Number:
207-685-7
MDL number:
MFCD00064291
UNSPSC Code:
12352201
PubChem Substance ID:
329747403
NACRES:
NA.25

product line

BioXtra

Assay

≥99.0% (HPLC)

form

powder

color

colorless

mp

102-105 °C

solubility

water: 1 g/10 mL, clear to slightly hazy, colorless to very faintly yellow

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

As: ≤0.1 mg/kg
Ca: ≤50 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤50 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

storage temp.

room temp

SMILES string

OC[C@H](O)[C@H](O)[C@H](O)CO

InChI

1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5-

InChI key

HEBKCHPVOIAQTA-ZXFHETKHSA-N

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General description

Adonitol (Ribitol), a pentose alcohol, is metabolized to teicholic acids used in the cell walls of gram positive bacteria. Adonitol is often compared to other cell permeating molecules such as formamide, propanediol, and DMSO as a cryopreservation agent.
Adonitol has similar properties like glycerol and is naturally found in Adonis vernalis.

Application

Adonitol has been used as an internal standard for the quantification of polyribosyl ribitol phosphate using high pH anion-exchange chromatography with pulsed amperometric detection (HPAEC/PAD).

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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General Organic and Biological Chemistry, An integrated approach (2017)
Anders Østergaard Madsen et al.
The journal of physical chemistry. A, 115(26), 7794-7804 (2011-06-15)
X-ray diffraction data of high quality measured to high resolution on crystals of the two pentitol epimers ribitol (centric) and xylitol (acentric) at 101, 141, and 181 K and data on the two compounds previously recorded at 122 K have
International collaborative study for establishment of the 2nd WHO International Standard for Haemophilus influenzae type b polysaccharide
Fatme M, et al.
Biologicals : Journal of the International Association of Biological Standardization, 43(6), 492-503 (2015)
Freeze Drying (2004)
Claudia Bello et al.
Bioorganic & medicinal chemistry, 19(24), 7720-7727 (2011-11-15)
New derivatives of 1,4-dideoxy-1,4-imino-D-ribitol have been prepared and evaluated for their cytotoxicity on solid and haematological malignancies. 1,4-Dideoxy-5-O-[(9Z)-octadec-9-en-1-yl]-1,4-imino-D-ribitol (13, IC(50) ∼2 μM) and its C(18)-analogues (IC(50) <10 μM) are cytotoxic toward SKBR3 (breast cancer) cells. 13 also inhibits (IC(50) ∼8
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