C44206
Chlorogenic acid
Synonym(s):
1,4,5-Trihydroxycyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate), 3-(3,4-Dihydroxycinnamoyl)quinic acid
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About This Item
Empirical Formula (Hill Notation):
C16H18O9
CAS Number:
Molecular Weight:
354.31
EC Number:
206-325-6
UNSPSC Code:
12352103
MDL number:
optical activity
[α]25/D −35°, c = 2.8 in H2O
mp
210 °C (dec.) (lit.)
SMILES string
O[C@@H]1C[C@](O)(C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@@H]1O)C(O)=O
InChI
1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1
InChI key
CWVRJTMFETXNAD-JUHZACGLSA-N
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Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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H Iwahashi et al.
The Biochemical journal, 239(3), 641-646 (1986-11-01)
Chlorogenic acid (3-O-caffeoylquinic acid) inhibited haematin- and haemoglobin-catalysed retinoic acid 5,6-epoxidation. Some other phenol compounds (caffeic acid and 4-hydroxy-3-methoxybenzoic acid) also showed inhibitory effects on the haematin- and haemoglobin-catalysed epoxidation, but salicylic acid did not. Of the above compounds, caffeic
Nanzad Tsevegsuren et al.
Journal of natural products, 70(6), 962-967 (2007-06-05)
Chromatographic separation of a crude extract obtained from the aerial parts of the Mongolian medicinal plant Scorzonera divaricata yielded the two new quinic acid derivatives feruloylpodospermic acids A and B. Both compounds feature a feruloyl group and two dihydrocaffeoyl substituents.
Chao-Mei Ma et al.
Bioorganic & medicinal chemistry, 15(21), 6830-6833 (2007-09-01)
Derivatives of chlorogenic acid or its analogues were synthesized by coupling protected chlorogenic acid or its analogues with p-octyloxyaniline and selected amino acids. Most of the compounds exhibited significant potency against Cryptococcus neoformans and Candida species with low toxicity to