Basic information
- CAS
21593-77-1- Standard SMILES
C=CCSCC(N)C(=O)O- InChIKey
ZFAHNWWNDFHPOH-UHFFFAOYSA-N- Molecular formula
- C6H11NO2S
- Average molar mass
- 161.22 g/mol
- Monoisotopic mass
- 161.05104977
Overview
DL-S-allylcysteine has been reported in Allium sativum with data available.
Names & identifiers
- Preferred name
- 2-Amino-3-Prop-2-Enylsulfanylpropanoic Acid
- IUPAC
- 2-amino-3-prop-2-enylsulfanylpropanoic acid
- English name
- S-Allyl-L-cysteine
- Molecular formula
- C6H11NO2S
- Molecular weight
- 161.22
Names & synonyms
2-amino-3-prop-2-enylsulfanylpropanoic acidRefChem:106216949621-03-63-(Allylthio)-2-aminopropanoic acidL-DEOXYALLIINS-Allyl-L -cysteineallylcysteine(R)-Allylthio-2-aminopropionic AcidDL-S-AllylcysteineS-2-propenyl-L-cysteineCysteine, s-allyl-l-S-Prop-2-en-1-ylcysteine
Show more names
SACs-allylcysteineADCY10(R)-3-(Allylthio)-2-aMinopropanoic acidNSC 96449DEOXYALLIINS-AllylcysteinAH-related protein
Cysteine,S-2-propen-1-yl-SCHEMBL119988S-(Prop-2-en-1-yl)cysteineCHEMBL1592541REF DUPL: DL-S-AllylcysteineDTXSID50865000MFCD09842811s4791
Database identifiers
- CAS
21593-77-1- PubChem CID
- 98280
- DTXSID
DTXSID50865000- ChEMBL
Properties
Computed structural properties
- XLogP
- -2.1
- Topological polar surface area
- 88.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 127
Experimental & physicochemical properties
LogP1.310
Solubilityslightly
Boiling Point300.00 to 301.00 °C. @ 760.00 mm Hg
Melting Point218 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 235 · 235-236℃
- Boiling point
- 300 ℃ · 300℃
- Density
- 1.191 · 1.191
- FEMA
- 4322 · 4322 | S-ALLYL-L-CYSTEINE
- FLAVIS Number
- 17.036 · 17.036 | S-allyl-L-cysteine
- Flash point
- 135 ℃ · 135℃
- storage temp.
- -20 °C · -20°C
- solubility
- 2 O: · H2O: >10mg/mL
- pka
- 2.07 · 2.07±0.10(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.
Safety data
- wgk
- 3
- rtecs
- HA2466200
- hs_code
- 2930.90.9250
- risk_code
- 43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
- Precautionary statements
- P280
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
DescriptionL-Deoxyalliin is a water soluble organosulfur compound derived from garlic and is the most abundant constituent of aged garlic extracts. It has neuroprotective and antioxidative activities, reducing edema formation in the ischemic brain by inhibiting free radical-mediated lipid peroxidation and preventing neuronal cell death in cerebral ischemic insult by specifically scavenging peroxynitrite at concentrations up to 100 μM. L-Deoxyalliin also demonstrates various anti-amyloidogenic properties in experimental models of Alzheimer’s disease.
OccurrenceReported found in garlic
UsesA water-soluble organosulfur
Usesantineoplastic
UsesL-Deoxyalliin is a organosulfur compound that naturally occurs in garlic. L-Deoxyalliin is known to exhibit neuroprotective and antioxidative properties.
General DescriptionS-Allyl-L-cysteine has anti-inflammatory properties. It inhibits prooxidant enzymes and chelates metals. S-Allyl-L-cysteine exhibits hypoglycemic and cholesterol-lowering effects. It prevents apoptosis, lowers the activity of inducible nitric oxide synthase and blocks nuclear factor kappa B activity.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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