L-(+)-Ergothioneine CAS#: 497-30-3

IdentificationPhysical DataSpectra
Route of Synthesis (ROS)Safety and HazardsOther Data

Identification

Product NameL-(+)-Ergothioneine
IUPAC Name(2S)-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)-2-(trimethylazaniumyl)propanoate
Molecular Structurestructure of L-(+)-Ergothioneine CAS 497-30-3
CAS Registry Number 497-30-3
EINECS Number207-843-5
MDL NumberMFCD00167474
Beilstein Registry Number105692
SynonymsERGOTHIONEINE
L-(+)-Ergothioneine
497-30-3
L-Ergothioneine
Sympectothion
Ergothionine
l-Thioneine
Thiolhistidine-betaine
Thioneine
(S)-3-(2-Thioxo-2,3-dihydro-1H-imidazol-4-yl)-2-(trimethylammonio)propanoate
BDZ3DQM98W
58511-63-0
L(+)-Ergothioneine
Thiasine
(2S)-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)-2-(trimethylazaniumyl)propanoate
(S)-(1-Carboxy-2-(2-mercaptoimidazol-4-yl)ethyl)trimethylammonium hydroxide
UNII-BDZ3DQM98W
erythrothioneine
L-Ergothionine
ergothioneine thiol
ergothioneine thione
NSC 7175
thiolhistidinebetaine
EINECS 207-843-5
MFCD00167474
Ergothioneine L-(+)
ergothioneine thione form
AI3-23492
ERGOTHIONEINE [MI]
ergothioneine (thione form)
ERGOTHIONEINE [INCI]
SCHEMBL188140
CHEBI:4828
SCHEMBL9985141
CHEBI:82707
DTXSID901020082
HMS2089D04
2-mercaptohistidine trimethylbetaine
HY-N1914
CCG-207908
1H-Imidazole-4-ethanaminium, .alpha.-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-, inner salt, (.alpha.S)-
1H-Imidazole-4-ethanaminium, alpha-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-, inner salt, (S)-
CS-0018211
D83035
AB01275464-01
Molecular FormulaC9H15N3O2S
Molecular Weight229.30
InChIInChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/m0/s1
InChI KeySSISHJJTAXXQAX-ZETCQYMHSA-N
Canonical SMILESC[N+](C)(C)C(CC1=CNC(=S)N1)C(=O)[O-]

Physical Data

AppearanceWhite to light yellow

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)
Spectrum1HD2O
Spin-spin coupling constantsD2O

Route of Synthesis (ROS)

Route of Synthesis (ROS) of L-(+)-Ergothioneine CAS 497-30-3
ConditionsYield
With hydrogen; triethylamine In ethanol; water at 110℃; under 30003 Torr; for 24h; Autoclave;

Safety and Hazards

Pictogram(s)exclamation-mark
SignalWarning
GHS Hazard StatementsH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement CodesP261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)

Other Data

TransportationClass 6.1; Packaging Group: II; UN Number: 2671
HS Code
StoragePreserve in tight containers, Store at a temperature – 20土5℃
Shelf Life2 years
Druglikeness
Lipinski rules component
Molecular Weight229.303
logP-0.918
HBA4
HBD1
Matching Lipinski Rules4
Veber rules component
Polar Surface Area (PSA)107.61
Rotatable Bond (RotB)4
Matching Veber Rules2
Quantitative Results
1 of 72Comment (Pharmacological Data)Bioactivities present
ReferenceCurrent Patent Assignee: OXIS INTERNATIONAL INC – WO2003/99277, 2003, A1
2 of 72Comment (Pharmacological Data)Bioactivities present
ReferenceFunctional effects of protein sequence polymorphisms in the organic cation/ergothioneine transporter OCTN1 (SLC22A4)
3 of 72Comment (Pharmacological Data)Bioactivities present
Reference Isolation and determination of histidine and related compounds
Use Pattern
L-(+)-Ergothioneine CAS#: 497-30-3 is a rare natural chiral amino acid, which has unique cell functions such as scavenging free radicals, detoxification, maintaining DNA biosynthesis, normal cell growth, cellular immunity, anti-radiation, whitening and anti-aging. Physiological protection function. Ergothioneine has broad application prospects in industries such as food, cosmetics, functional food and bio-medicine, and was included in the EU’s new resource food list in 2018.

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