Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID003093

Phytochemical name: Shikimic acid

Synonymous chemical names:
Shikimic acid, shikimic acid,(-)-, (-)-shikimic acid, shikimic acid, shikimic-acid, shikimic

External chemical identifiers:
CID:CID_8742, ChEMBL:CHEMBL290345, ChEBI:CHEBI:16119, ZINC:ZINC000003860720, FDASRS:29MS2WI2NU, SureChEMBL:SCHEMBL43377, MolPort-002-507-279

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Chemical structure information

SMILES:
O[C@@H]1CC(=C[C@H]([C@H]1O)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-HSUXUTPPSA-N

DeepSMILES:
O[C@@H]CC=C[C@H][C@H]6O))O)))C=O)O

Functional groups:
CO, CC(C(=O)O)=CC

Link to spectral information:
MSBNK-Keio_Univ-KO001791, MSBNK-RIKEN_ReSpect-PS001507, MSBNK-RIKEN-PR100485, MSBNK-RIKEN-PR010005, MSBNK-Osaka_Univ-OUF00458, MSBNK-Keio_Univ-KO001793, MSBNK-Keio_Univ-KO001792, MSBNK-Keio_Univ-KO001790, MSBNK-BGC_Munich-RP017501, MSBNK-GL_Sciences_Inc-GLS00087, MSBNK-BGC_Munich-RP017513, MSBNK-BGC_Munich-RP017512, MSBNK-BGC_Munich-RP017511, MSBNK-BGC_Munich-RP017503, MSBNK-BGC_Munich-RP017502, MSBNK-Keio_Univ-KO001789

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CCCCC1

Scaffold Graph/Node level:
C1CCCCC1

Scaffold Graph level:
C1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic oxygen compounds

ClassyFire Class: Organooxygen compounds

ClassyFire Subclass: Alcohols and polyols

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenolic acids (C6-C1)

NP Classifier Class: Shikimic acids and derivatives

NP-Likeness score: 2.285

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Chemical structure download