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Laminaran

HCID 439306
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
9008-22-4
Standard SMILES
OC[C@H]1OC(O[C@H]2[C@H](O)[C@@H](CO)OC(O[C@H]3[C@H](O)[C@@H](CO)OC(O)[C@@H]3O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
InChIKey
DBTMGCOVALSLOR-VPNXCSTESA-N
Molecular formula
C18H32O16
Average molar mass
504.4 g/mol
Monoisotopic mass
504.16903493

Overview

laminarin has been reported in Chorda filum, Pleurotus ostreatus, and other organisms with data available.

Names & identifiers

Preferred name
Laminaran
IUPAC
(3R,4S,5R,6R)-4-[(3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol
English name
BETA-GLUCAN
Molecular formula
C18H30O14X2
Molecular weight
470.42

Names & synonyms

Laminaran9008-22-4DTXSID2093823(3R,4S,5R,6R)-4-[(3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triolGlyTouCan:G72383WS(3R,4S,5R,6R)-4-((3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-((3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-2-yl)oxy-6-(hydroxymethyl)oxane-2,3,5-triolRefChem:152187G72383WS232-712-4LaminarinIodus 40beta-D-Glucan, (1->3)-
Show more names
PARAMYLONSeaweed polysaccharideCURDLANLamiranLamMnarMnGoemar H 11β-1,3-Gulucan
EINECS 232-712-4MFCD00466918Laminaran from Eisenia bicyclisSCHEMBL156574orb1707102LAMINARAN (FROM EISENIA BICYCLIS)(3R,4S,5R,6R)-4-(((3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-(((3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,5-triolNS00014295

Properties

Computed structural properties

XLogP
-5.8
Topological polar surface area
269 Ų
Hydrogen bond donors
11
Hydrogen bond acceptors
16
Rotatable bonds
7
Heavy atoms
34
Formal charge
0
Complexity
641

Experimental & physicochemical properties

Pesticides · 2 items

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Physicochemical properties

Melting point
220 °C · >220°C (dec.)
storage temp.
Inert atmosphere,Room Temperature
solubility
2 O: · H2O: 20 mg/mL, clear, faintly yellow
form
powder
color
White to Off-white
PH
5 · 5
optical activity
-12 Insoluble · Soluble -12 Insoluble -12 to -14
biological source
algae (Laminaria digitata)
Water Solubility
Soluble in dimethyl sulfoxide (slightly, heated). Slightly soluble in water.
Merck
14 · 14,5350
Henry's Law Constant
2.9 · 2.9×106 mol/(m3Pa) at 25℃, Maniere et al. (2011)

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 ClassificationNot Classified

Hazard information

Regulatory Information · 3 items

Commission Regulation No 844/2012

FRI - indicates a polymeric substance containing no free-radical initiator in its Inventory name but is considered to cover the designated polymer made with any free-radical initiator regardless of the amount used.

05/3/EC, Reg. (EU) 2017/841, Reg. (EU) 2018/112, Reg. (EU) No 540/2011

Hazard Classes and CategoriesNot Classified

Safety data

F
3
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
rtecs
LZ3985000
hs_code
39139000
safety_code
22-24/25
Storage Class
11 - Combustible Solids

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Agents that prevent BLOOD CLOTTING.

Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS.

Uses & manufacturing

General Manufacturing InformationLaminaran: ACTIVE
Applications · 4 items

DescriptionLaminarin mainly includes brown algae (such as sodium alginate, also known as alginate, the content in kelp is about 19.7%), fucoidan (also known as laminarin, seaweed sulfate polysaccharide, fucoidan, the content in kelp is about 1%), Fucoidan (also known as fucoidan, the main component is fucoidan, also known as fucoidan) and other 3 types, consisting of β(1-3)-glucan and some β(1-6)- Composed of glycosidic bonds, it is a kind of neutral glucan, widely present in brown algae, and also the main chemical component in kelp of the family Pterophyceaceae or kelp of the kelp family. It has the functions of regulating immunity, anti-tumor, anti-coagulation, regulating blood lipids. , hypoglycemic, anti-radiation, antioxidant, antibacterial, antiviral and other pharmacological effects, but also has various effects such as lowering blood pressure, fatigue resistance, anti-pulmonary fibrosis, regulating tyrosine kinase activity, and anti-mutation.

OccurrenceKombu, also known as kelp, seaweed, sea kelp, sea cabbage. Extracted from the thallus of Laminaria japonica Aresch. and Ecklonia kurome Okam.

UsesLaminarin is a storage glucan and is now used to study its interaction with laminarinase as its substrate.

General DescriptionThe fronds of Laminaria and Saccharina species contain laminarin, a low molecular weight storage glucan. It is localized to the vacuoles. Laminarin structure contains β-(1,6)-intrachain linked (1,3)-β-d-glucan.

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
9008-22-4
PubChem CID
439306
DTXSID
DTXSID2093823
EC Number
232-712-4
Cosmetics Ingredients Functions
SKIN CONDITIONINGHUMECTANT
Cosmetic Ingredient Review (CIR)
BETA-GLUCAN (9008-22-4)
InChIKey
DBTMGCOVALSLOR-VPNXCSTESA-N
SMILES
O1[C@@H]([C@H]([C@@H]([C@H](C1O[C@H]3[C@@H]([C@H](OC([C@@H]3O)O)CO)O)O)OC2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)O)CO
LogP
-6.08 · -6.080 (est)
EPA Substance Registry System
Laminaran (9008-22-4)
UNSPSC Code
12352201 · 12352201
NACRES
25 · NA.25
PPE
95 · Eyeshields, Gloves, type N95 (US)
Safety Statements
22 · 22-24/25
WGK Germany
3 · 3
RTECS
3985000 · LZ3985000
F
3 · 3
TSCA
TSCA listed
HS Code
39139000 · 39139000
Storage Class
11 · 11 - Combustible Solids
Additional notes · 1 item

DefinitionLaminarin obtained from Laminaria digitata. It is a .beta.-(1-3)-linked D-glucan with .BETA.-(1-6) linkages. The major M-series contains 20-30 glucosyl residues linked to terminal mannitol, and a minor G-series with 22-28 glucosyl residues. There is a 3 to 1 ratio of M-series to G-series molecules. There is an average of 1.3 branches per molecule.