| Identification | More | [Name]
Shikimic acid | [CAS]
138-59-0 | [Synonyms]
1-CYCLOHEXENE-1-CARBOXYLIC ACID, 3,4,5-TRIHYDROXY-, (3R,4S,5R)
3,4,5-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID
(-)3ALPHA,4ALPHA,5BETA-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID
(3R,4S,5R)-3,4,5-TRIHYDROXY-1-CYCLOHEXENECARBOXYLIC ACID
(3R,4S,5R)-3,4,5-TRIHYDROXY-CYCLOHEX-1-ENECARBOXYLIC ACID
(3R,4S,5R)-3,4,5-TRIHYDROXYL-1-CYCLOHEXENE-1-CARBOXYLIC ACID
(3R,4S,5R)-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID
L-SHIKIMIC ACID
(-)-SHIKIMIC ACID
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
Shikimate
Skikimic acid
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% | [EINECS(EC#)]
205-334-2 | [Molecular Formula]
C7H10O5 | [MDL Number]
MFCD00066278 | [Molecular Weight]
174.15 | [MOL File]
138-59-0.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
185-187 °C (lit.) | [alpha ]
-180 º (c=4, H2O 25 ºC) | [Boiling point ]
225.11°C (rough estimate) | [density ]
1.52 g/cm3 (27.2℃) | [vapor pressure ]
0Pa at 25℃ | [refractive index ]
-180 ° (C=1, H2O) | [storage temp. ]
2-8°C | [solubility ]
180g/l | [form ]
Powder | [pka]
pK (14.1°) 5.19 | [color ]
White to light beige or light gray | [optical activity]
[α]/D -180.0±5.0°, c = 4 in H2O | [Water Solubility ]
18 g/100 mL (20 ºC) | [Sensitive ]
Hygroscopic | [Usage]
Naturally occurring (-)-form is a major biosynthetic precursor of phenylalanine, tyrosine, and tryptophan and hence of the majority of plant alkaloids. It is also involved in the biosynthesis of lignin, flavonpids and other important aromatic compou | [Detection Methods]
HPLC | [Merck ]
14,8480 | [BRN ]
4782717 | [InChIKey]
JXOHGGNKMLTUBP-HSUXUTPPSA-N | [LogP]
-1.5 at 21℃ and pH1 | [Surface tension]
49.86mN/m at 1g/L and 20℃ | [CAS DataBase Reference]
138-59-0(CAS DataBase Reference) | [IARC]
3 (Vol. 40, Sup 7) 1987 | [NIST Chemistry Reference]
Shikimic acid(138-59-0) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
GW4600000
| [F ]
3-10 | [HS Code ]
29181980 | [Hazardous Substances Data]
138-59-0(Hazardous Substances Data) | [Toxicity]
LD5 i.p. in mice: 1000 mg/kg (Evans, Osman) |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Naturally occurring (-)-form is a major biosynthetic precursor of phenylalanine, tyrosine, and tryptophan and hence of the majority of plant alkaloids. It is also involved in the biosynthesis of lignin, flavonpids and other important aromatic compounds. | [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. | [Biochem/physiol Actions]
Shikimic acid is observed to be carcinogenic in rat models, when administered. It serves as a precursor for the biosynthesis of aromatic amino acids, alkaloids and other aromatic metabolites in microorganisms. Shikimic acid is known to inhibit adenosine diphosphate (ADP) induced platelet aggregation and blood coagulation in rabbits. | [storage]
Store at -20°C |
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