D-Arabinose

HCID 66308
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Basic information

CAS
10323-20-3
Standard SMILES
O=C[C@@H](O)[C@H](O)[C@H](O)CO
InChIKey
PYMYPHUHKUWMLA-WDCZJNDASA-N
Molecular formula
C5H10O5
Average molar mass
150.13 g/mol
Monoisotopic mass
150.05282342

Names & identifiers

Preferred name
D-Arabinose
IUPAC
(2S,3R,4R)-2,3,4,5-tetrahydroxypentanal
English name
D-(-)-Arabinose
Molecular formula
C5H10O5
Molecular weight
150.13

Names & synonyms

D-arabinose10323-20-3Arabinose, D-F0W6ETZ4E5DTXSID70858954RefChem:916097GlyTouCan:G16391NRDTXCID6021610CHEBI:17108233-708-5G16391NRD-(-)-Arabinose
Show more names
DGumsugarPentopyranoseD-ARADPectinoseDPectinsugarD-Arabinose 99%D-(-)-ABABINOSED-Arabinose ,98%D(-)-ArabinoseGr
(2S,3R,4R)-2,3,4,5-tetrahydroxypentanal147-81-9(-)-ArabinoseArabinose,daldehydo-D-arabinoseMFCD00135608DTXSID8041610beta-D-(-)-Arabinose

Database identifiers

CAS
10323-20-3、147-81-9
PubChem CID
66308
ChEMBL
CHEMBL1222249、CHEMBL500808
ChEBI
CHEBI:46983
UNII
509X20752R、F0W6ETZ4E5
EC Number
205-699-8、233-708-5
Nikkaji
J15.056H

Properties

Computed structural properties

XLogP
-2.3
Topological polar surface area
98 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
5
Rotatable bonds
4
Heavy atoms
10

Experimental & physicochemical properties

Physical DescriptionWhite powder; [Sigma-Aldrich MSDS]
Collision Cross Section143.27 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]

Physicochemical properties

Melting point
156 · 156-160 °C
Boiling point
191.65 °C · 191.65°C (rough estimate)
Density
1.1897 · 1.1897 (rough estimate)
refractive index
-104 ° · -104 ° (C=10, H2O)
storage temp.
-20 °C · Inert atmosphere,Store in freezer, under -20°C
solubility
21.55 mg/mL · insoluble in EtOH; >21.55 mg/mL in DMSO;

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 100% (5 of 5) of all reports.

Not Classified；Reported as not meeting GHS hazard criteria by 5 of 5 companies. For more detailed information, please visit ECHA C&L website.

Aggregated GHS information provided per 5 reports by companies from 1 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 5 of 5 reports by companies.；There are 0 notifications provided by 0 of 5 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.

Warning

Hazard information

Regulatory Information · 3 items

Chemical: Arabinose

Chemical: D-Arabinose

D-Arabinose: Does not have an individual approval but may be used under an appropriate group standard

Other Safety Information · 2 items

IMAP assessments - D-Arabinose: Environment tier I assessment；IMAP assessments - D-Arabinose: Human health tier I assessment

IMAP assessments - Arabinose: Environment tier I assessment；IMAP assessments - Arabinose: Human health tier I assessment

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and Categories · 2 items

Not Classified

Skin Irrit. 2 (33.3%)；Eye Irrit. 2A (33.3%)；STOT SE 3 (33.3%)

Regulatory information

Regulatory Information · 3 items

Chemical: Arabinose

Chemical: D-Arabinose

D-Arabinose: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F
3-10
wgk
3
tsca
TSCA listed
hs_code
29400000
risk_code
20/21/22-36/37/38
Signal word
Warning

Chemistry & industry

Uses & manufacturing

UsesArabinose is found in plants (usually as complex polysaccharides) and in mycobacteria; Used in culture media for some bacteria; [Merck Index]
General Manufacturing Information · 2 items

Arabinose: INACTIVE

D-Arabinose: ACTIVE

Applications · 3 items

UsesIsotope labelled analogue of D-Arabinose (A764175), an inhibitor of the enzyme glucose dehydrogenase.

Usespharmaceutical intermediate; food additive

UsesD-(-)-Arabinose is used in culture media for some bacteria. It serves as a component of biopolymers such as hemicellulose and pectin. In the synthetic biology laboratory, it is employed as a reversible switch for protein expression under the Pbad promoter (i.e. part of plasmids) in E. coli. Further, it acts as an inhibitor of the enzyme glucose dehydrogenase. In addition to this, it is used as a pharmaceutical intermediate and food additive.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Additional notes

DefinitionChEBI: Aldehydo-D-arabinose is an aldehydo-arabinose and a D-arabinose. It is an enantiomer of an aldehydo-L-arabinose.

Related reactions

57 records
New reaction record

Compound notes

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