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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

Molecular Formula C7H16O7
Molecular Weight 212.1977
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 21:13:32 GMT 2023
Edited
by admin
on Fri Dec 15 21:13:32 GMT 2023
Record UNII
Q4DGQ5L6AJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VOLEMITOL
Common Name English
D-VOLEMITOL
Common Name English
VOLEMITOL, D-
Common Name English
NSC-111937
Code 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 Fri Dec 15 21:13:32 GMT 2023 , Edited by admin on Fri Dec 15 21:13:32 GMT 2023
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PUBCHEM
441439
Created by admin on Fri Dec 15 21:13:32 GMT 2023 , Edited by admin on Fri Dec 15 21:13:32 GMT 2023
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NSC
111937
Created by admin on Fri Dec 15 21:13:32 GMT 2023 , Edited by admin on Fri Dec 15 21:13:32 GMT 2023
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CHEBI
10017
Created by admin on Fri Dec 15 21:13:32 GMT 2023 , Edited by admin on Fri Dec 15 21:13:32 GMT 2023
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FDA UNII
Q4DGQ5L6AJ
Created by admin on Fri Dec 15 21:13:32 GMT 2023 , Edited by admin on Fri Dec 15 21:13:32 GMT 2023
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CAS
488-38-0
Created by admin on Fri Dec 15 21:13:32 GMT 2023 , Edited by admin on Fri Dec 15 21:13:32 GMT 2023
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ECHA (EC/EINECS)
207-675-2
Created by admin on Fri Dec 15 21:13:32 GMT 2023 , Edited by admin on Fri Dec 15 21:13:32 GMT 2023
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