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138-59-0 molecular structure
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(5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid

ChemBase ID: 72981
Molecular Formular: C7H10O5
Molecular Mass: 174.1513
Monoisotopic Mass: 174.05282342
SMILES and InChIs

SMILES:
C1=C(C[C@H](C(C1O)O)O)C(=O)O
Canonical SMILES:
O[C@@H]1CC(=CC(C1O)O)C(=O)O
InChI:
InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4?,5-,6?/m1/s1
InChIKey:
JXOHGGNKMLTUBP-INWUZDNDSA-N

Cite this record

CBID:72981 http://www.chembase.cn/molecule-72981.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
IUPAC Traditional name
(5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
Synonyms
Shikimate
Bracken fern toxic component
L-Shikimic acid
Shikimic acid
CAS Number
138-59-0
PubChem SID
162037901
PubChem CID
49867941

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Selleck Chemicals
S2356 external link Add to cart Please log in.
Data Source Data ID
PubChem 49867941 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 4.103319  H Acceptors
H Donor LogD (pH = 5.5) -3.0506496 
LogD (pH = 7.4) -4.7369246  Log P -1.6400741 
Molar Refractivity 38.9603 cm3 Polarizability 15.229941 Å3
Polar Surface Area 97.99 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
Storage Condition
-20°C expand Show data source
Salt Data
Free Base expand Show data source

DETAILS

DETAILS

Selleck Chemicals Selleck Chemicals
Selleck Chemicals - S2356 external link
Research Area: Metabolic Disease
Biological Activity:
Shikimic acid(Shikimate), more commonly known as its anionic form shikimate, is an important biochemical intermediate in plants and microorganisms. Shikimic acid is a precursor for: the aromatic amino acids phenylalanine and tyrosine;indole, indole derivatives and aromatic amino acid tryptophan;many alkaloids and other aromatic metabolites;tannins, flavonoids, and lignin. [1]

REFERENCES

REFERENCES

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  • • http://en.wikipedia.org/wiki/Shikimic_acid
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PATENTS

PATENTS

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INTERNET

INTERNET

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