U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C7H16O7
Molecular Weight 212.1977
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PERSEITOL

SMILES

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

InChI

InChIKey=OXQKEKGBFMQTML-BIVRFLNRSA-N
InChI=1S/C7H16O7/c8-1-3(10)5(12)7(14)6(13)4(11)2-9/h3-14H,1-2H2/t3-,4+,5-,6-,7+/m1/s1

HIDE SMILES / InChI

Molecular Formula C7H16O7
Molecular Weight 212.1977
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Natural perseitol is to be named D-perseitol because it was synthesized through the reduction of D-manno-D-gala-heptose. D-perseitol would surely result also from the reduction of L-gala-D-manno-heptose. It was demonstrated that perseitol with a configuration of the hydroxyl group at the 4th carbon atom corresponding to that of mannoheptulose showed a significant inhibition of glucokinase. A complex of perseitol (D-glycero-D-galacto-heptitol) and K+ ions, isolated from the leaves of Scurrula fusca (Loranthaceae), which has been traditionally used for the treatment of cancer in Sulawesi Island (Indonesia), exhibits a potent inhibitory effect on [3H]-leucine incorporation for protein synthesis in Ehrlich ascites tumor cells in mice. Transaldolase-deficient patients had subtle elevations of perseitol in urine. Thus, heptitol perseitol might serves as novel urinary biomarkers for identification of transaldolase deficiency.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Analysis of polyols in urine by liquid chromatography-tandem mass spectrometry: a useful tool for recognition of inborn errors affecting polyol metabolism.
2005
Detection of transaldolase deficiency by quantification of novel seven-carbon chain carbohydrate biomarkers in urine.
2007 Oct
Spatial and temporal analysis of textural and biochemical changes of imported avocado cv. Hass during fruit ripening.
2009 Aug 12
Selection and breeding of honey bees for higher or lower collection of avocado nectar.
2010 Apr
Determination of changes in the metabolic profile of avocado fruits (Persea americana) by two CE-MS approaches (targeted and non-targeted).
2013 Oct
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
[3H]-leucine incorporation rates into the Ehrlich ascites tumor cells in the presence of aqueous solutions containing the various mole ratios of perseitol and K+ ions were investigated. The solution of the molar ratio 20:1 most strongly inhibited the protein synthesis, with 40.3% inhibition at 10(-4)M.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:05:05 GMT 2023
Edited
by admin
on Sat Dec 16 09:05:05 GMT 2023
Record UNII
565PO82AT6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PERSEITOL
Common Name English
PERSEIT
Common Name English
PERACITOL
Common Name English
NSC-1976
Code English
L-GLYCERO-D-MANNO-HEPTITOL
Common Name English
D-GLYCERO-D-GALACTO-HEPTITOL
Common Name English
Classification Tree Code System Code
LOINC 48150-7
Created by admin on Sat Dec 16 09:05:05 GMT 2023 , Edited by admin on Sat Dec 16 09:05:05 GMT 2023
Code System Code Type Description
CAS
527-06-0
Created by admin on Sat Dec 16 09:05:05 GMT 2023 , Edited by admin on Sat Dec 16 09:05:05 GMT 2023
PRIMARY
ECHA (EC/EINECS)
208-406-1
Created by admin on Sat Dec 16 09:05:05 GMT 2023 , Edited by admin on Sat Dec 16 09:05:05 GMT 2023
PRIMARY
NSC
1976
Created by admin on Sat Dec 16 09:05:05 GMT 2023 , Edited by admin on Sat Dec 16 09:05:05 GMT 2023
PRIMARY
CHEBI
8029
Created by admin on Sat Dec 16 09:05:05 GMT 2023 , Edited by admin on Sat Dec 16 09:05:05 GMT 2023
PRIMARY
FDA UNII
565PO82AT6
Created by admin on Sat Dec 16 09:05:05 GMT 2023 , Edited by admin on Sat Dec 16 09:05:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID50871742
Created by admin on Sat Dec 16 09:05:05 GMT 2023 , Edited by admin on Sat Dec 16 09:05:05 GMT 2023
PRIMARY