Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 17:51:55 UTC |
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Update Date | 2022-03-07 02:53:28 UTC |
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HMDB ID | HMDB0032802 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanate |
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Description | 4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanate, also known as 4-hydroxybenzyl isothiocyanate 4"-acetylrhamnoside, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Based on a literature review very few articles have been published on 4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanate. |
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Structure | C[C@@H]1O[C@@H](OC2=CC=C(CN=C=S)C=C2)[C@H](O)[C@H](O)[C@H]1OC(C)=O InChI=1S/C16H19NO6S/c1-9-15(22-10(2)18)13(19)14(20)16(21-9)23-12-5-3-11(4-6-12)7-17-8-24/h3-6,9,13-16,19-20H,7H2,1-2H3/t9-,13-,14+,15-,16-/m0/s1 |
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Synonyms | Value | Source |
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4-[(4'-O-Acetyl-a-L-rhamnosyloxy)benzyl]isothiocyanate | Generator | 4-[(4'-O-Acetyl-a-L-rhamnosyloxy)benzyl]isothiocyanic acid | Generator | 4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanic acid | Generator | 4-[(4'-O-Acetyl-α-L-rhamnosyloxy)benzyl]isothiocyanate | Generator | 4-[(4'-O-Acetyl-α-L-rhamnosyloxy)benzyl]isothiocyanic acid | Generator | 4-Hydroxybenzyl isothiocyanic acid 4''-acetylrhamnoside | HMDB | 4-(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl isothiocyanate | HMDB | 4-(4’-O-acetyl-α-L-rhamnosyloxy)benzyl isothiocyanate | HMDB | 4-Hydroxybenzyl isothiocyanate 4"-acetylrhamnoside | HMDB | 4-Hydroxybenzyl isothiocyanate 4″-acetylrhamnoside | HMDB | 4-[(4’-O-acetyl-α-L-rhamnosyloxy)benzyl]isothiocyanate | HMDB | 4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanate | HMDB |
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Chemical Formula | C16H19NO6S |
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Average Molecular Weight | 353.39 |
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Monoisotopic Molecular Weight | 353.09330851 |
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IUPAC Name | (2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[4-(isothiocyanatomethyl)phenoxy]-2-methyloxan-3-yl acetate |
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Traditional Name | (2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[4-(isothiocyanatomethyl)phenoxy]-2-methyloxan-3-yl acetate |
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CAS Registry Number | 73255-41-1 |
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SMILES | C[C@@H]1O[C@@H](OC2=CC=C(CN=C=S)C=C2)[C@H](O)[C@H](O)[C@H]1OC(C)=O |
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InChI Identifier | InChI=1S/C16H19NO6S/c1-9-15(22-10(2)18)13(19)14(20)16(21-9)23-12-5-3-11(4-6-12)7-17-8-24/h3-6,9,13-16,19-20H,7H2,1-2H3/t9-,13-,14+,15-,16-/m0/s1 |
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InChI Key | WVUZLAMBBZISKM-QOYUQHOESA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbohydrates and carbohydrate conjugates |
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Direct Parent | Phenolic glycosides |
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Alternative Parents | |
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Substituents | - Phenolic glycoside
- Hexose monosaccharide
- O-glycosyl compound
- Phenoxy compound
- Phenol ether
- Monocyclic benzene moiety
- Monosaccharide
- Oxane
- Benzenoid
- 1,2-diol
- Carboxylic acid ester
- Isothiocyanate
- Secondary alcohol
- Acetal
- Carboxylic acid derivative
- Oxacycle
- Monocarboxylic acid or derivatives
- Organoheterocyclic compound
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Organopnictogen compound
- Carbonyl group
- Organonitrogen compound
- Organosulfur compound
- Organic nitrogen compound
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Not Available | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanate,1TMS,isomer #1 | CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(CN=C=S)C=C2)[C@H](O[Si](C)(C)C)[C@@H]1O | 2548.9 | Semi standard non polar | 33892256 | 4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanate,1TMS,isomer #2 | CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(CN=C=S)C=C2)[C@H](O)[C@@H]1O[Si](C)(C)C | 2555.2 | Semi standard non polar | 33892256 | 4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanate,2TMS,isomer #1 | CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(CN=C=S)C=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C | 2576.9 | Semi standard non polar | 33892256 | 4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanate,1TBDMS,isomer #1 | CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(CN=C=S)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O | 2762.2 | Semi standard non polar | 33892256 | 4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanate,1TBDMS,isomer #2 | CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(CN=C=S)C=C2)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C | 2766.8 | Semi standard non polar | 33892256 | 4-[(4'-O-Acetyl-alpha-L-rhamnosyloxy)benzyl]isothiocyanate,2TBDMS,isomer #1 | CC(=O)O[C@H]1[C@H](C)O[C@@H](OC2=CC=C(CN=C=S)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C | 2914.9 | Semi standard non polar | 33892256 |
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