Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:10:18 UTC |
---|
Update date | 2019-11-26 03:07:21 UTC |
---|
Primary ID | FDB012675 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | S-Allylcysteine |
---|
Description | S-Allylcysteine belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. S-Allylcysteine is a cooked and roasted tasting compound. S-Allylcysteine is found, on average, in the highest concentration within soft-necked garlics (Allium sativum L. var. sativum). S-Allylcysteine has also been detected, but not quantified in, several different foods, such as red onion, welsh onions (Allium fistulosum), garlics (Allium sativum), green onion, and onion-family vegetables. This could make S-allylcysteine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on S-Allylcysteine. |
---|
CAS Number | 21593-77-1 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
L-DeoxyallIIn | HMDB | S-2-Propenyl-L-cysteine | HMDB, MeSH | S-Allyl-L -cysteine | HMDB | Allyl cysteine | MeSH, HMDB | 2-Amino-3-(prop-2-en-1-ylsulfanyl)propanoate | Generator | 2-Amino-3-(prop-2-en-1-ylsulphanyl)propanoate | Generator | 2-Amino-3-(prop-2-en-1-ylsulphanyl)propanoic acid | Generator | S-Allylcysteine | MeSH | L-Cysteine, S-2-propenyl- | biospider | L-deoxyallIIn | biospider | S-allyl-l -cysteine | biospider |
|
---|
Predicted Properties | |
---|
Chemical Formula | C6H11NO2S |
---|
IUPAC name | 2-amino-3-(prop-2-en-1-ylsulfanyl)propanoic acid |
---|
InChI Identifier | InChI=1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9) |
---|
InChI Key | ZFAHNWWNDFHPOH-UHFFFAOYSA-N |
---|
Isomeric SMILES | NC(CSCC=C)C(O)=O |
---|
Average Molecular Weight | 161.222 |
---|
Monoisotopic Molecular Weight | 161.051049291 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic acids and derivatives |
---|
Class | Carboxylic acids and derivatives |
---|
Sub Class | Amino acids, peptides, and analogues |
---|
Direct Parent | Cysteine and derivatives |
---|
Alternative Parents | |
---|
Substituents | - Cysteine or derivatives
- Alpha-amino acid
- Amino acid
- Allyl sulfur compound
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Thioether
- Sulfenyl compound
- Dialkylthioether
- Carbonyl group
- Amine
- Primary amine
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Primary aliphatic amine
- Hydrocarbon derivative
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
|
Disposition | Route of exposure: Source: Biological location: |
---|
Role | Biological role: |
---|
Foods | Fruits and vegetables: Herbs and spices: |
---|
Physico-Chemical Properties |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Not Available | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 44.70%; H 6.88%; N 8.69%; O 19.85%; S 19.89% | DFC |
---|
Melting Point | Mp 218° | DFC |
---|
Boiling Point | Not Available | |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | Not Available | |
---|
Experimental pKa | Not Available | |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | [a]D -16.4 (H2O) | DFC |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | Not Available | |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
Predicted GC-MS | S-Allylcysteine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9000000000-6472ab7f2d2b13b42092 | Spectrum | Predicted GC-MS | S-Allylcysteine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0007-9500000000-6130c45418f29c7eb2ab | Spectrum | Predicted GC-MS | S-Allylcysteine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0296-5900000000-8c89fd146060416fb06f | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00fu-9300000000-9edb4d3a5be841c6a27e | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-006x-9000000000-8dde9c26474a4aa9cf9c | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0229-4900000000-5ea2674e8ab9863410c8 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9500000000-584904bc5c18c5d83a03 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0080-9100000000-847061c3a2deccc782b7 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00dj-7900000000-cf1399bc43a29b3b3b3f | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-9200000000-ee198d96f7aa130ede35 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-006x-9000000000-55e1f534cff75732a962 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-f82699e969ddcd674ff2 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0089-9100000000-9c1e17063ccb59bc374a | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00di-9000000000-bfbf6eb00eab590319dc | 2021-09-23 | View Spectrum |
|
---|
NMR | Not Available |
---|
External Links |
---|
ChemSpider ID | 88744 |
---|
ChEMBL ID | Not Available |
---|
KEGG Compound ID | C16759 |
---|
Pubchem Compound ID | 98280 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | Not Available |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB34323 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | HJQ86-N:HJQ74-I |
---|
EAFUS ID | 103 |
---|
Dr. Duke ID | S-ALLYL-L-CYSTEINE|S-ALLYL-CYSTEINE |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | Not Available |
---|
HET ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | Not Available |
---|
GoodScent ID | rw1593931 |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Not Available |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
---|
Anti-aging | 52217 | An agent that slows or reverses cellular aging, promoting youthful function. Its biological role involves protecting against oxidative stress and DNA damage. Therapeutically, it has applications in dermatology, gerontology, and regenerative medicine, with key medical uses including skin rejuvenation, reducing age-related diseases, and improving overall healthspan. | DUKE | Anti-atherogenic | 38070 | An agent that prevents or reduces the formation of atheromas (plaques) in arteries, thereby lowering the risk of cardiovascular disease. It inhibits the biological processes leading to atherosclerosis, and has therapeutic applications in managing hyperlipidemia, hypertension, and cardiovascular disease, with key medical uses including reducing inflammation and improving lipid profiles. | DUKE | Anti-cancer | 35610 | An agent that inhibits the growth and proliferation of cancer cells, used to treat and manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, to reduce tumor size, prevent metastasis, and improve patient survival. | DUKE | Anti-cholesterogenic | | An agent that inhibits cholesterol production, reducing total circulating cholesterol levels. It plays a biological role in lipid metabolism regulation. Therapeutically, it is used to manage hypercholesterolemia, preventing cardiovascular disease, and reducing the risk of heart attacks and strokes. Key medical uses include treating high cholesterol, atherosclerosis, and familial hypercholesterolemia. | DUKE | Anti-diabetic | 52217 | An agent that regulates blood sugar levels, enhancing insulin sensitivity or secretion. Therapeutically, it's used to manage diabetes, reducing symptoms and complications, and commonly prescribed to treat type 1 and 2 diabetes, as well as gestational diabetes. | DUKE | Anti hepatotoxic | 62868 | An agent that protects the liver from damage, reducing toxicity and promoting liver health. It plays a biological role in preventing liver injury and supporting liver function. Therapeutically, it is used to treat liver diseases, such as hepatitis and cirrhosis, and to counteract liver-damaging effects of certain medications and toxins. | DUKE | Anti-melanomic | 35610 | An agent that inhibits melanin production, reducing melanoma cell growth. It has therapeutic applications in treating skin cancers, particularly melanoma, and key medical uses include preventing tumor progression and metastasis, as well as managing pigmentation disorders. | DUKE | Anti neuroblastomic | | An agent that targets and inhibits the growth of neuroblastoma, a malignant tumor composed of neuroblasts, commonly found in the adrenal gland, used therapeutically to treat neuroblastoma, particularly in pediatric cancer patients. | DUKE | Anti NF-kappa-B | 35222 | An agent that inhibits the activity of NF-kappa-B, a protein complex involved in inflammation and immune responses. It reduces inflammation and has therapeutic applications in managing autoimmune diseases, cancer, and inflammatory disorders, with key medical uses including treatment of rheumatoid arthritis, asthma, and certain types of cancer. | DUKE | Anti-oxidant | 22586 | An agent that neutralizes free radicals, reducing oxidative stress and cell damage. Its biological role involves protecting cells from harm, and it has therapeutic applications in managing chronic diseases, such as cancer, diabetes, and neurodegenerative disorders, with key medical uses including anti-aging, anti-inflammatory, and cardio protective effects. | DUKE | Anti proliferant | | An agent that prevents or inhibits cell growth and division, used therapeutically to treat cancer, manage tumor growth, and prevent restenosis after angioplasty, reducing abnormal cell proliferation. | DUKE | Anti radicular | | An agent that relieves inflammation or irritation of the nerve root of a tooth, reducing pain and discomfort. Its biological role is to target and alleviate radicular pain, with therapeutic applications in endodontics and key medical uses in root canal treatments and tooth sensitivity management. | DUKE | Antitumor | 35610 | An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes. | DUKE | Chemopreventive | 35610 | An agent that prevents or delays the development of cancer, reducing the risk of tumor formation and progression. It plays a biological role in inhibiting carcinogenesis, and has therapeutic applications in cancer prevention, with key medical uses including reducing the risk of colorectal, breast, and prostate cancers. | DUKE | Glutathione-sparing | | An agent that conserves or increases glutathione levels, a crucial antioxidant in cells. It plays a biological role in protecting against oxidative stress and cell damage. Therapeutically, glutathione-sparing agents have applications in managing neurodegenerative diseases, cancer, and liver disorders, with key medical uses including reducing chemotherapy side effects and treating liver diseases. | DUKE | Hepatoprotective | 62868 | An agent that protects the liver from damage, promoting liver health and function. It plays a biological role in reducing oxidative stress and inflammation, and has therapeutic applications in managing liver diseases, such as hepatitis and cirrhosis, and key medical uses in treating drug-induced liver injury and toxicities. | DUKE | Hypocholesterolemic | | An agent that lowers cholesterol levels in the blood, playing a crucial role in preventing cardiovascular disease. Therapeutically, it is used to manage hyperlipidemia and reduce the risk of heart disease, with key medical applications including the treatment of high cholesterol, atherosclerosis, and coronary artery disease. | DUKE | Immunostimulant | 50847 | An agent that stimulates the immune system, enhancing its response to infections and diseases. Therapeutically, it boosts the body's natural defenses, commonly used to treat immunodeficiency disorders, prevent infections, and support cancer treatment, as well as manage chronic conditions like hepatitis and HIV. | DUKE | Mucokinetic | | An agent that aids in the clearance of mucus from the airways, lungs, bronchi, and trachea, playing a biological role in maintaining respiratory health. Therapeutically, it is used to manage respiratory disorders, with key medical applications in treating conditions such as chronic bronchitis, asthma, and COPD. | DUKE | Squalene-monooxygenase inhibitor | 23924 | An agent that blocks the activity of squalene-monooxygenase, an enzyme involved in cholesterol biosynthesis. It reduces cholesterol production, with therapeutic applications in managing hypercholesterolemia and related cardiovascular diseases, and key medical uses in treating high cholesterol and preventing atherosclerosis. | DUKE |
|
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Flavor | Citations |
---|
cooked |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| roasted |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
|
|
---|
Files |
---|
MSDS | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
|
---|