(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-encarbonsure
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- CAS-Nr.
- 138-59-0
- Bezeichnung:
- (3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-encarbonsure
- Englisch Name:
- Shikimic acid
- Synonyma:
- Shikimate;sikimic acid;(-)-SHIKIMIC ACID;Skikimic acid;L-SHIKIMIC ACID;Kava root extract;(3R,4S,5R)-3,4,5-TRIHYDROXY-1-CYCLOHEXENECARBOXYLIC ACID;(3R,4S,5R)-3,4,5-TRIHYDROXY-CYCLOHEX-1-ENECARBOXYLIC ACID;Shikimic;NSC 59257
- CBNumber:
- CB2293550
- Summenformel:
- C7H10O5
- Molgewicht:
- 174.15
- MOL-Datei:
- 138-59-0.mol
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(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-encarbonsure Eigenschaften
- Schmelzpunkt:
- 185-187 °C (lit.)
- Siedepunkt:
- 225.11°C (rough estimate)
- alpha
- -180 º (c=4, H2O 25 ºC)
- Dichte
- 1.52 g/cm3 (27.2℃)
- Dampfdruck
- 0Pa at 25℃
- Brechungsindex
- -180 ° (C=1, H2O)
- storage temp.
- 2-8°C
- Löslichkeit
- 180g/l
- Aggregatzustand
- Powder
- pka
- pK (14.1°) 5.19
- Farbe
- White to light beige or light gray
- Optische Aktivität
- [α]/D -180.0±5.0°, c = 4 in H2O
- Wasserlöslichkeit
- 18 g/100 mL (20 ºC)
- Sensitive
- Hygroscopic
- Merck
- 14,8480
- BRN
- 4782717
- InChIKey
- JXOHGGNKMLTUBP-HSUXUTPPSA-N
- LogP
- -1.5 at 21℃ and pH1
- Oberflächenspannung
- 49.86mN/m at 1g/L and 20℃
- CAS Datenbank
- 138-59-0(CAS DataBase Reference)
- NIST chemische Informationen
- Shikimic acid(138-59-0)
- IARC
- 3 (Vol. 40, Sup 7) 1987
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
| Bildanzeige (GHS) |
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| Alarmwort |
Achtung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H318 |
Verursacht schwere Augenschäden. |
Schwere Augenschädigung |
Kategorie 1 |
Achtung |
![GHS hazard pictograms]() src="/GHS05.jpg" width="20" height="20" /> |
P280, P305+P351+P338, P310 |
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| Sicherheit |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen. |
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(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-encarbonsure Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
Shikimic acid (3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid) is a natural organic compound. Plant and microbial sources are the only sources of this compound. The isolation of shikimic acid from the fruit of Illicium religiosum was primarily reported by Ekmann in 1885. The name shikimic acid was derived from the oriental plant shikimi-no-ki in Japanese. It is now available in more quantities through the extraction from the fruit Illicium verum (Chinese star anise). This compound is generally utilized as a starting material for the industrial synthesis of the antiviral oseltamivir, a drug against the H1N1 influenza virus. It is also an essential intermediate in the biosynthesis of lignin, aromatic amino acids (phenylalanine, tyrosine, and tryptophan), and most alkaloids of plants and microorganisms[1]. The neuraminidase inhibitors oseltamivir or Tamiflu derived from the shikimic acid pathway are potent influenza viral neuraminidase inhibitors against most influenza strains ( influenza A and B infections). The mode of application is by mouth, either in the form of a pill or liquid.
Chemische Eigenschaften
White Solid
Verwenden
Shikimic acid has been used as a standard for the quantification of shikimate in apical parts of roots. It has also been used as a substrate in shikimate kinase assay.
Definition
ChEBI: A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and micro
rganisms.
(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-encarbonsure Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-encarbonsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 679)Lieferanten
138-59-0((3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-encarbonsure)Verwandte Suche:
- Shikimic acid,(3R,4S,5R)-()-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid
- Illicium Verum P.E.
- Shikimic acid methyl esther
- ShikiMic acid, 98% 1GR
- 3,4,5-Trihydroxycyclohex-1-enecarboxylic acid
- Shikimic acid,98%
- ShikiMic acid API
- ShikiMic acid (ShikiMate)
- ShikiMic acid SynonyMs: 3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid
- (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
- (3R,4S,5R)-3,4,5-TRIHYDROXYL-1-CYCLOHEXENE-1-CARBOXYLIC ACID
- (3R,4S,5R)-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID
- (-)3ALPHA,4ALPHA,5BETA-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID
- 1-CYCLOHEXENE-1-CARBOXYLIC ACID, 3,4,5-TRIHYDROXY-, (3R,4S,5R)
- SHIKIMIC ACID
- 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-
- 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, [3R-(3alpha,4alpha,5beta)]-
- Bracken fern toxic component
- Kava Kava Extract
- 3,4,5-Trihydroxy-1-Cyclohexene-1-Carboxylic Acid (Shikimic acid)
- Shikimic
- (3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid
- SHIKIMIC ACID 98%
- SHIKIMIC ACID(RG)
- 3,4,5-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID
- Shikimik Acid
- (3R,4S,5R)-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic Acid
- NSC 59257
- )-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid
3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic Acid
- (-)-Shikimic acid for synthesis
- Shikimic Scid
- Shikimic Acid >
- Oseltamivir Impurity 93
- (-)-Shikimicacid
- Shikimic acid USP/EP/BP
- Shikimic Acid /
Shikimicacid
- ShikiShikimic acidmic acid
- Puer Natural Shikimic Acid
- L-SHIKIMIC ACID
- (3R,4S,5R)-3,4,5-TRIHYDROXY-CYCLOHEX-1-ENECARBOXYLIC ACID
- (-)-SHIKIMIC ACID
- Shikimate
- Skikimic acid
- sikimic acid
- Kava root extract
- (3R,4S,5R)-3,4,5-TRIHYDROXY-1-CYCLOHEXENECARBOXYLIC ACID
- 138-59-0
- C7H9O5
- Biosynthetic precursor of aromatic amino acids, as well as many alkaloids and other aromatic metabolites.
- Organic Building Blocks
- Metabolomics
- Metabolic Libraries
- Simple Alcohols (Chiral)
- Chiral Building Blocks
- Amino Acid Library
- BioChemical
- Carboxylic Acids
- Asymmetric Synthesis
