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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H16O7
Molecular Weight 212.1977
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VOLEMITOL

SMILES

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

InChI

InChIKey=OXQKEKGBFMQTML-KVTDHHQDSA-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-/m1/s1

HIDE SMILES / InChI
Volemitol was discovered in a rare species of mushroom, Lactarius volemus Fr. Seven years later volemitol was isolated from three species of primrose (Primula grandiflora L., elatior Jaeq., and officinalis Jacq.). Volemitol found in avocado seeds. Volemitol is the major nonstructural carbohydrate in leaves of horticultural hybrid polyanthus (Primula x polyantha) at all stages development, with concentration of up to 25% of the dry weight. Volemitol is biosynthesized from sedoheptulose by a NADPH-dependent sedoheptulose reductase. In the brown alga Pelvetia canaliculata volemitol was synthesized from sedoheptulose 7-phosphate by the action of an NADH-dependent reductase via volemitol 1-phosphate. Volemitol is used as a natural sweetening agent.

Originator

Sources: DOI: 10.1021/jo01185a013

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Two novel disaccharides, rutinose and methylrutinose, are involved in carbon metabolism in Datisca glomerata.
2010-02
Metabolism of D-glycero-D-manno-heptitol, volemitol, in polyanthus. Discovery Of a novel ketose reductase1
1999-01
Unusual carbohydrates from the lichen, Parmotrema cetratum.
1993-10
The production of D-glycero-D-manno-heptitol by Torulopsis versatilis.
1972-06
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
VOLEMITOL
Common Name English
NSC-111937
Preferred Name English
D-VOLEMITOL
Common Name English
VOLEMITOL, D-
Common Name English
D-GLYCERO-D-TALO-HEPTITOL
Common Name English
D-GLYCERO-D-MANNO-HEPTITOL
Common Name English
Code System Code Type Description
WIKIPEDIA
VOLEMITOL
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
PRIMARY
PUBCHEM
441439
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
PRIMARY
NSC
111937
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
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CHEBI
10017
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
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FDA UNII
Q4DGQ5L6AJ
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
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CAS
488-38-0
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
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ECHA (EC/EINECS)
207-675-2
Created by admin on Mon Mar 31 20:16:50 GMT 2025 , Edited by admin on Mon Mar 31 20:16:50 GMT 2025
PRIMARY