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L-Arabitol

HCID 439255
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
7643-75-6
Standard SMILES
OC[C@H](O)C(O)[C@@H](O)CO
InChIKey
HEBKCHPVOIAQTA-IMJSIDKUSA-N
Molecular formula
C5H12O5
Average molar mass
152.15 g/mol
Monoisotopic mass
152.06847348

Overview

L-arabinitol is the L-enantiomer of arabinitol. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite and a human metabolite. It is an enantiomer of a D-arabinitol.

Names & identifiers

Preferred name
L-Arabitol
IUPAC
(2S,4S)-pentane-1,2,3,4,5-pentol
English name
L-(-)-ARABITOL
Molecular formula
C5H12O5
Molecular weight
152.15

Names & synonyms

L-arabinitol7643-75-6L-arabitolL-lyxitolL-arabinol(2S,4S)-pentane-1,2,3,4,5-pentolArabinitol, L-CHEBI:1840345Z1K06N9VGlyTouCan:G35781DTDTXSID30884411NSC-83253
Show more names
ARABITOLpentane-1,2,3,4,5-pentaolL-ARA-OLL-arabiteL(-)-ARABITL-ARABITINOLL(-)-Arabit 0
RefChem:559034DTXCID301023852G35781DT231-582-6L-(-)-ArabitolL-(-)-Arabinitol(2S,4S)-Pentane-1,2,3,4,5-pentaolL-Arabit

Database identifiers

CAS
7643-75-6
PubChem CID
439255
DTXSID
DTXSID30884411
ChEBI
CHEBI:18403
UNII
45Z1K06N9V
EC Number
231-582-6
Nikkaji
J8.955I

Properties

Computed structural propertiesFilling in

XLogP
-2.5
Topological polar surface area
101 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
5
Rotatable bonds
4
Heavy atoms
10
Formal charge
0
Complexity
76.1

Experimental & physicochemical properties

Melting Point101 - 104 °C
Physical DescriptionSolid
Collision Cross Section136 Ų [M+Na]+

Physicochemical properties

Melting point
101 · 101-104 °C(lit.)
Boiling point
194.6 °C · 194.6°C (rough estimate)
Density
1.1497 · 1.1497 (rough estimate)
refractive index
1.396 · 1.3960 (estimate)
storage temp.
2 · 2-8°C
solubility
2 O: · H2O: 0.1 g/mL, clear, colorless
pka
13.24 · 13.24±0.20(Predicted)
form
Powder
color
White to off-white
Water Solubility
Soluble in water (50 mg/ml).

Safety & regulation

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

GHS classification

GHS ClassificationNot Classified

Hazard information

Regulatory InformationChemical: L-Arabinitol
Other Safety InformationIMAP assessments - L-Arabinitol: Human health tier I assessment
Hazard Classes and CategoriesNot Classified

Safety data

F
3-10
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
29054990
risk_code
20/21/22-36/37/38
hazard_code
Xn
safety_code
22-24/25-36-26
Storage Class
11 - Combustible Solids

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

General Manufacturing InformationL-Arabinitol: ACTIVE
Applications · 2 items

UsesL-Arabitol, a rare sugar alcohol, is being studied as a food additive that reduces fat deposits in the intestines. L-Arabitol is used as an inducer of xylanase expression in Hypocrea jecorina (Trichoderma reesei). L-Arabitol is used to identify, differentiate and characterize L-arabitol dehydrogenase(s).

General DescriptionPharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.L-Arabinitol is formed as a by-product of L-arabinose during the xylitol production in corn cob hydrolysates.

Upstream & downstream products

Downstream products

L-erythro-2-Pentulose (9CI).beta.-D-GalactopyranoseFurfural2,3:4,5-Di-O-isopropylidene-L-arabitol

Additional notes

DefinitionChEBI: The L-enantiomer of arabinitol.

Related reactions

5 records
New reaction record
HRID 857824 reaction equation
HRID 857824As reactantuspto-grants-2006_12
HRID 1744767 reaction equation
HRID 1744767As reactantuspto-grants-2006_03
HRID 1793279 reaction equation
HRID 1793279As reactantuspto-grants-2006_07
HRID 1829588 reaction equation
HRID 1829588As reactantuspto-grants-2006_06
HRID 2220019 reaction equation
HRID 2220019As reactantuspto-grants-2008_08

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Sensitive
Hygroscopic
Merck
14 · 14,762
BRN
1720521 · 1720521
Henry's Law Constant
8.9 · 8.9×1018 mol/(m3Pa) at 25℃, Saxena and Hildemann (1996)
Stability
Hygroscopic
InChI
1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m0/s1
InChIKey
HEBKCHPVOIAQTA-IMJSIDKUSA-N
SMILES
OC[C@H](O)C(O)[C@@H](O)CO
LogP
-2.649 · -2.649 (est)
CAS DataBase Reference
7643 · 7643-75-6(CAS DataBase Reference)
FDA UNII
45 Z1K06N9V · 45Z1K06N9V
EPA Substance Registry System
L-Arabinitol (7643-75-6)
UNSPSC Code
41116107 · 41116107
NACRES
25 · NA.25
PPE
95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes
Xn
Risk Statements
20 · 20/21/22-36/37/38
Safety Statements
22 · 22-24/25-36-26
WGK Germany
3 · 3
F
3 · 3-10
TSCA
TSCA listed
HS Code
29054990 · 29054990
Storage Class
11 · 11 - Combustible Solids