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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H10O5
Molecular Weight 150.1299
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARABINOSE, L-

SMILES

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

InChI

InChIKey=PYMYPHUHKUWMLA-VAYJURFESA-N
InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m0/s1

HIDE SMILES / InChI
Molecular Formula C5H10O5
Molecular Weight 150.1299
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/26652604 | https://www.ncbi.nlm.nih.gov/pubmed/21677059 | https://www.ncbi.nlm.nih.gov/pubmed/11863396

L-Arabinose is a monosaccharide extracted from plant gums, corn fiber and beet pulps. It is a poorly-absorbed, readily-available sweet-tasting pentose. L-Arabinose is known to suppress obesity by regulating the fasting blood glucose level and the insulin resistance index. L-arabinose is a non-caloric sugar. L-arabinose may inhibit intestinal sucrase activity and thereby delay sucrose digestion.

CNS Activity

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 2.8 mM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Phase I
428
Unknown

Approved Use

Unknown
Preventing
Not Provided
504
Unknown

Approved Use

Unknown
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
rCYP2E1
1

rUGT
1

rGST
1

rCYP3A
3
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
rCYP2E1
1
 no
rCYP3A
3
 no
rGST
1
 no
rUGT
1
 no
PubMed

PubMed

TitleDatePubMed
Modulation of gene expression from the arabinose-inducible araBAD promoter.
2002 Jul
Coutilization of D-Glucose, D-Xylose, and L-Arabinose in Saccharomyces cerevisiae by Coexpressing the Metabolic Pathways and Evolutionary Engineering.
2017
Patents

Patents

04029878
1
04182757
8
04241052
1
04241053
1
04495284
12
04587331
1
04656259
2
04718405
1
05334518
1
05478809
1
05843760
1
06130326
4
06352845
1
06388069
1
06552183
3
06573248
3
06586212
1
06589760
1
06642206
3
07052898
1
07182954
3
07470714
1
07923226
1
07960152
2
08114987
1
08367346
1

Sample Use Guides

In Vivo Use Guide
1,000 mg of l-arabinose and 200 ug of a patented food source chromium once daily.
Route of Administration: Oral
In Vitro Use Guide
Caco-2 cells were cultured for 21 d, homogenized, and used as an enzyme preparation with sucrose as substrate in concentrations from 7 to 280 mmol/L with 0.84, 1.4, and 2.8 mmol L-arabinose/L as inhibitor. The addition of L-arabinose resulted in uncompetitive inhibition of sucrase activity on 25%, 29%, and 38%, respectively.
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:31:32 GMT 2023
Edited
by admin
on Fri Dec 15 19:31:32 GMT 2023
Record UNII
B40ROO395Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ARABINOSE, L-
Systematic Name English
L-ARABINOPYRANOSE
Systematic Name English
L-ARABINOSE
FHFI  
Systematic Name English
(3R,4S,5S)-TETRAHYDRO-2H-PYRAN-2,3,4,5-TETRAOL
Systematic Name English
PECTINOSE
Common Name English
(+)-ARABINOSE
Systematic Name English
L-ARABINOSE [FHFI]
Common Name English
(2R,3S,4S)-2,3,4,5-TETRAHYDROXYPENTANAL
Systematic Name English
FEMA NO. 3255
Code English
L-(+)-ARABINOSE
Systematic Name English
ARABINOPYRANOSE, L-
Systematic Name English
ARABINOSE L-FORM
MI  
Common Name English
PECTIN SUGAR
Common Name English
ARABINOSE L-FORM [MI]
Common Name English
NSC-1941
Code English
L-Arabinose [WHO-DD]
Common Name English
Code System Code Type Description
CAS
7261-25-8
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
ALTERNATIVE
PUBCHEM
5460291
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
SMS_ID
100000127483
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
GRAS Notification (GRN No.)
782
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
EPA CompTox
DTXSID9039733
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
NSC
1941
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
FDA UNII
B40ROO395Z
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
ECHA (EC/EINECS)
226-214-6
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-767-6
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
ALTERNATIVE
CAS
87-72-9
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
ALTERNATIVE
CAS
5328-37-0
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
MERCK INDEX
m2020
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY Merck Index
CHEBI
30849
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
CHEBI
17535
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
CHEBI
6182
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
EVMPD
SUB33509
Created by admin on Fri Dec 15 19:31:32 GMT 2023 , Edited by admin on Fri Dec 15 19:31:32 GMT 2023
PRIMARY
Related Record Type Details
Structure of ARABINOSE, DL-
RACEMATE -> ENANTIOMER
Related Record Type Details
Structure of ARABINOSE, L-
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