L-Xylose (HCID 95259)

Overview

Aldehydo-L-xylose is a xylose of ring-opened form having L-configuration.

Names & identifiers

Preferred name: L-Xylose
IUPAC: (2S,3R,4S)-2,3,4,5-tetrahydroxypentanal
English name: L-xylose
Molecular formula: C5H10O5
Molecular weight: 150.13

Names & synonyms

L-xylose609-06-3(2S,3R,4S)-2,3,4,5-tetrahydroxypentanalL(+)-XyloseL-xylo-pentosealdehydo-L-xyloseXylose, L-A4JW0V2MYACHEBI:17979DTXSID50883340NSC-26213RefChem:151985

Show more names

XYLOSEXYLOSE, LL-Xylose,99%laevo-xyloseL-Xylose (9CI)

GlyTouCan:G41915IHCHEBI:65328DTXCID301022878G41915IH210-174-1L-(-)-XYLOSEMFCD00151096L-Xyl

Database identifiers

CAS: 609-06-3
PubChem CID: 95259
DTXSID: DTXSID50883340
ChEBI: CHEBI:17979
UNII: A4JW0V2MYA
EC Number: 210-174-1
Nikkaji: J82.126H

Properties

Computed structural properties

XLogP: -2.3
Topological polar surface area: 98 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 10
Formal charge: 0
Complexity: 104

Physicochemical properties

Melting point: 150 · 150-152 °C(lit.)
Boiling point: 191.65 °C · 191.65°C (rough estimate)
Density: 1.525 · 1.525
refractive index: -20 ° · -20 ° (C=10, H2O)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: 2 O: · H2O: 0.1 g/mL, clear, colorless
form: Crystalline Powder
pka: 12.46 · 12.46±0.20(Predicted)
color: White to off-white
optical activity: 24 · [α]24/D 18.7°, c = 4 in H2O
Water Solubility: within almost transparency
Sensitive: Hygroscopic
BRN: 1723080 · 1723080
InChI: 1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5+/m1/s1
InChIKey: SRBFZHDQGSBBOR-VVZXFQNISA-N
SMILES: O[C@H]1COC(O)[C@@H](O)[C@@H]1O
LogP: -2.39 · -2.390 (est)
CAS DataBase Reference: 609 · 609-06-3(CAS DataBase Reference)
FDA UNII: 4 JW0V2MYA · A4JW0V2MYA
EPA Substance Registry System: L-Xylose (609-06-3)
UNSPSC Code: 12352201 · 12352201
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 24 · 24/25-36-26
WGK Germany: 3 · 3
F: 3 · 3-10
TSCA: TSCA listed
HS Code: 29400000 · 29400000
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 71.4% (5 of 7) of all reports.

Warning

H315 (28.6%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationL-Xylose: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (28.6%)

Safety data

F: 3-10
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
hs_code: 29400000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 24/25-36-26
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationL-Xylose: ACTIVE

Applications

UsesL-Xylose is used in the synthesis of L-Xylose derivatives as selective sodium-dependent glucose cotransporter 2 (SGLT2) inhibitors for the treatment of type 2 diabetes.

Preparation methods · 1 item

PreparationL-Xylose can be produced from L-xylulose by isomerization. This can be achieved either enzymatically or chemically under alkaline conditions. The equilibrium of the reaction between D-xylose and D-xylulose in an aqueous solution has been determined at pH 6.8-7.4 and at 25 °C to be 85:15 in favor of D-xylose (Tewari et al., 1985).