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L-Rhamnose

HCID 25310
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
10485-94-6
Standard SMILES
C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O
InChIKey
SHZGCJCMOBCMKK-JFNONXLTSA-N
Molecular formula
C6H12O5
Average molar mass
164.16 g/mol
Monoisotopic mass
164.06847348

Overview

L-rhamnopyranose is an L-rhamnose in cyclic pyranose form. It is an enantiomer of a D-rhamnopyranose.

Names & identifiers

Preferred name
L-Rhamnose
IUPAC
(3R,4R,5R,6S)-6-methyloxane-2,3,4,5-tetrol
English name
Rhamnose
Molecular formula
C6H12O5
Molecular weight
164.16

Names & synonyms

6-Deoxy-L-mannopyranose(3R,4R,5R,6S)-6-methyloxane-2,3,4,5-tetrol6-deoxy-Mannoseisodulcit6-Deoxy-Mannopyranose6-deoxy-mannopyranoside6-Deoxy-L-MannopyranosideCHEBI:16055CHEBI:62345NSC-287050Rhamnose, LSNFG:Rha
Show more names
a-L-Rhamnose
Rha (SNFG)RefChem:53276GlyTouCan:G07006BTDTXCID5022647CHEBI:26546G07006BT222-793-4Rha

Database identifiers

CAS
10485-94-6、3615-41-6、73-34-7
PubChem CID
25310
DTXSID
DTXSID801019197
ChEMBL
CHEMBL5308434
ChEBI
CHEBI:62346
EC Number
222-793-4、895-480-9
Nikkaji
J885.215D

Properties

Computed structural properties

XLogP
-2.1
Topological polar surface area
90.2 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
5
Rotatable bonds
0
Heavy atoms
11
Formal charge
0
Complexity
139

Experimental & physicochemical properties

Cosmetics · 2 items

Cosmetic ingredients (Rhamnose) -> CIR (Cosmetic Ingredient Review)

Humectant

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Boiling Point398.00 to 399.00 °C. @ 760.00 mm Hg
Melting Point122 °C
Physical Description · 2 items

CBI

Solid

Collision Cross Section · 2 items

142.6 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

146.3 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]

Physicochemical properties

Boiling point
399.1 · 399.1±35.0 °C(Predicted)
Density
1.41 · 1.410±0.06 g/cm3(Predicted)
pka
12.5 · 12.50±0.20(Predicted)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 100% (134 of 134) of all reports.

Not Classified

Aggregated GHS information provided per 134 reports by companies from 1 notifications to the ECHA C&L Inventory.

This chemical does not meet GHS hazard criteria for 100% (104 of 104) of all reports.

Not Classified

Aggregated GHS information provided per 104 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 4 items

Chemical: L-Mannose, 6-deoxy-

L-Mannose, 6-deoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of L-Mannose, 6-deoxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: 6-deoxy-L-mannose (EC: 222-793-4)

L-Mannose, 6-deoxy-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - L-Mannose, 6-deoxy-: Environment tier I assessment
Hazard Classes and Categories · 2 items

Not Classified

Not Classified

Toxicology

Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Chemistry & industry

Pharmacology

Metabolism/MetabolitesL-Rhamnose is a known human metabolite of Quercitrin.
Tissue LocationsPlatelet
Cellular LocationsCytoplasm

Uses & manufacturing

UsesCIR ingredient: Rhamnose
U.S. Production2023: <50,000 lb
Consumer UsesFragrance
Industry UsesFragrance
Use ClassificationCosmetics -> Humectant
General Manufacturing Information · 2 items

All Other Chemical Product and Preparation Manufacturing

L-Mannose, 6-deoxy-: ACTIVE

Additional notes

DefinitionChEBI: L-rhamnopyranose is an L-rhamnose in cyclic pyranose form. It is an enantiomer of a D-rhamnopyranose.

Related reactions

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Compound notes

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