Shikimate
precursor
Showing entry for Shikimate
Identification
- PhytoHub ID
- PHUB002330
- Name
- Shikimate
- Systematic Name
- (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
- Synonyms
- (-)-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid
- (-)-Shikimic acid
- (3R,4S,5R)-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid
- 3,4,5-Trihydroxy-1-cyclohexenecarboxylate
- 3a,4a,5b-Trihydroxy-1-cyclohexene-1-carboxylate
- 3alpha,4alpha,5beta-Trihydroxy-1-cyclohexene-1-carboxylate
- CAS Number
- 138-59-0
- Average Mass
- 174.152
- Monoisotopic Mass
- 174.052823422
- Chemical Formula
- C7H10O5
- IUPAC Name
- (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
- InChI Key
- JXOHGGNKMLTUBP-HSUXUTPPSA-N
- InChI Identifier
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
- SMILES
O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O
- Structure
Structure for Shikimate
Calculated Properties
- Solubility (ALOGPS)
- 2.06e+02 g/l
- LogS (ALOGPS)
- 0.07
- LogP (ALOGPS)
- -1.70
- Hydrogen Acceptors
- 5
- Hydrogen Donors
- 4
- Rotatable Bond Count
- 1
- Polar Surface Area
- 97.99000000000001
- Refractivity
- 38.9603
- Polarizability
- 16.005040408136242
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.224778959977734
- pKa (strongest acidic)
- 3.911274828419261
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Food Phytochemical
- Family
- Miscellaneous phytochemicals
- Class
- Miscellaneous phytochemicals
- Sub-class
- Not Available
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Organooxygen compounds
- Super-class
- Organic oxygen compounds
- Sub-class
- Alcohols and polyols
- Direct Parent Name
- Shikimic acids and derivatves
- Alternative Parent Names
- ["Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Polyols", "Secondary alcohols"]
- External Descriptor Annotations
- ["alpha,beta-unsaturated monocarboxylic acid", "cyclohexenecarboxylic acid", "hydroxy monocarboxylic acid"]
- Substituent Names
- ["Aliphatic homomonocyclic compound", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Organic oxide", "Polyol", "Secondary alcohol", "Shikimic acid or derivatives"]
Spectra from Online Resources
No spectra information available
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Kiwi | Fruit, Tropical fruits | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
No metabolism information available
Inter-Individual Variations in Metabolism
No data on inter-individual variations available