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(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol

HCID 5280656
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
85026-55-7
Standard SMILES
OC[C@H]1O[C@@H](OC/C=C/c2ccccc2)[C@H](O)[C@@H](O)[C@@H]1O
InChIKey
KHPCPRHQVVSZAH-GUNCLKARSA-N
Molecular formula
C15H20O6
Average molar mass
296.31 g/mol
Monoisotopic mass
296.12598836

Overview

rosin X has been reported in Rhodiola crenulata, Rhodiola sachalinensis, and other organisms with data available.

Names & identifiers

Preferred name
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol
IUPAC
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol
English name
Rosin
Molecular formula
C15H20O6
Molecular weight
296.32

Names & synonyms

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triolROSIN X(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-((E)-3-phenylprop-2-enoxy)oxane-3,4,5-triolRefChem:397577875-664-585026-55-7ROSIN (CHEMICAL)SVS3GU8AY8(2E)-3-phenylprop-2-en-1-yl beta-D-glucopyranoside3-Phenyl-2-propenylbeta-D-glucopyranosideMFCD2310337369306-80-5
Show more names
COLOPHONYRosin resinCOLOPHONIUMHYDROGENATED ROSINPOLYMERIZED ROSINWOOD ROSINSTAYBELITE RESINColophony (Rosin)ROSIN WW
(2E)-3-Phenyl-2-propen-1-yl beta-D-glucopyranosideRosin (Standard)CHINESE ROSIN WUNII-SVS3GU8AY8ROSIN (GLYCOSIDE)beta-D-Glucopyranoside,(2E)-3-phenyl-2-propenylbeta-D-Glucopyranoside, 3-phenyl-2-propenyl, (E)-orb1220275

Properties

Computed structural propertiesFilling in

XLogP
-0.1
Topological polar surface area
99.4 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
6
Rotatable bonds
5
Heavy atoms
21
Formal charge
0
Complexity
328

Physicochemical properties

Melting point
75 · 75-81 °C
Boiling point
542.4 · 542.4±50.0 °C(Predicted)
Density
1.36 · 1.36
Flash point
180 °C · 180 °C
storage temp.
2 · 2-8°C
solubility
0.1 g/mL, · chloroform: 0.1 g/mL, clear, strongly yellow
pka
12.91 · 12.91±0.70(Predicted)
form
powder
color
White-yellowish
Dielectric constant
2.5 · 2.5(Ambient)
Major Application
metabolomicsvitamins, nutraceuticals, and natural products
InChI
InChI=1/C15H20O6/c16-9-11-12(17)13(18)14(19)15(21-11)20-8-4-7-10-5-2-1-3-6-10/h1-7,11-19H,8-9H2/b7-4+/t11-,12-,13+,14-,15-/s3
InChIKey
KHPCPRHQVVSZAH-RHAOKAAZNA-N
SMILES
O([C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)C/C=C/C1C=CC=CC=1 |&1:1,2,3,5,7,r|

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

Hazard Classes and CategoriesNot Classified

Safety data

F
10-21
wgk
1
rtecs
VL0480000
hs_code
38061010
risk_code
43
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
24-37
Storage Class
11 - Combustible Solids
Hazard statements
H315-H319-H335
Precautionary statements
P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501

Chemistry & industry

Applications · 3 items

DescriptionRosin is a light yellow to reddish brown, transparent, vitreous substance with a thermoplastic nature.

UsesRosin is mainly used in the manufacture of soaps, paints, adhesives, and soldering fluxes.In the pharmaceutical industry, rosin is a raw material for several creams and ointments.Rosin is used in a variety of applications for its ability to increase friction.

General DescriptionRosin, formerly called colophony, is a solid form of resin obtained from several pine trees extensively found in Asia, Europe and North America and to a lesser extent from other conifers conifers. It is prepared by cutting a long slice in the tree to allow exudation and to collect the liquid resin in containers. Afterwards the liquid resin is steam heated to remove volatile terpene and turpentine and leaving gum rosin as residue. It is semi-transparent and varies in color from yellow to black. It chiefly consists of different organic acids, among those abietic acid (C19H29COOH) is the most important. Rosin is a brittle and friable resin, with a faint piney odor; the melting-point varies with different specimens, some being semi-fluid at the temperature of boiling water, while others melt between 100°C to 120°C. It is very flammable, burning with a smoky flame. It is soluble in alcohol, ether, benzene and chloroform. Rosin combines with caustic alkalis to yield salts called rosinates or pinates that are known as rosin soaps. In addition to its extensive use in soap making, rosin is largely employed in making inferior varnishes, sealing-wax and various adhesives.

Related reactions

29 records
New reaction record
HRID 17749 reaction equation
HRID 17749As productuspto-grants-2010_06
HRID 32783 reaction equation
HRID 32783As reactantuspto-grants-2008_09
HRID 274922 reaction equation
HRID 274922As reactantuspto-grants-1995_02
HRID 376939 reaction equation
HRID 376939As reactantuspto-grants-2000_02
HRID 426897 reaction equation
HRID 426897As reactantuspto-grants-1979_10
HRID 744856 reaction equation
HRID 744856As reactantuspto-grants-1996_09
HRID 744857 reaction equation
HRID 744857As reactantuspto-grants-1996_09
HRID 846536 reaction equation
HRID 846536As productAs reactantuspto-grants-1992_08
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Compound notes

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Database identifiers

CAS
85026-55-7
PubChem CID
5280656
DTXSID
DTXSID60904535
ChEMBL
CHEMBL4175856
UNII
SVS3GU8AY8
EC Number
875-664-5
Nikkaji
J2.573.236G、J430.836K
CAS DataBase Reference
85026 · 85026-55-7
FDA UNII
3 GU8AY8 · SVS3GU8AY8
UNSPSC Code
41116107 · 41116107
NACRES
25 · NA.25
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
261 · P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
Hazard Codes
Xi
Risk Statements
43 · 43
Safety Statements
24 · 24-37
WGK Germany
1 · 1
RTECS
480000 · VL0480000
F
10 · 10-21
HS Code
38061010 · 38061010
Storage Class
11 · 11 - Combustible Solids