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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H18O9
Molecular Weight 354.3087
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CRYPTOCHLOROGENIC ACID

SMILES

O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O

InChI

InChIKey=GYFFKZTYYAFCTR-JUHZACGLSA-N
InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H18O9
Molecular Weight 354.3087
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

Cryptochlorogenic acid is a structural isomer of chlorogenic acid; it is a cinnamate ester formed by the condensation of the carboxy group of trans-caffeic acid with the 4-hydroxy group of quinic acid. It can be isolated from several plant sources including apples, coffee, sunflowers, potatoes, and Hibiscus sabdariffa. Cryptochlorogenic acid mixed with related compounds has demonstrated potential anti-oxidant and anti-inflammatory properties and shown inhibitory activity against HBV DNA replication.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Simultaneous Determination of Crypto-Chlorogenic Acid, Isoquercetin, and Astragalin Contents in Moringa oleifera Leaf Extracts by TLC-Densitometric Method.
2013
Caffeic acid derivatives from Bupleurum chinense.
2014 Sep-Oct
Quantitative comparison of caffeoylquinic acids and flavonoids in Chrysanthemum morifolium flowers and their sulfur-fumigated products by three-channel liquid chromatography with electrochemical detection.
2015
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:12:20 GMT 2023
Edited
by admin
on Sat Dec 16 01:12:20 GMT 2023
Record UNII
F23DJ84IZ9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CRYPTOCHLOROGENIC ACID
Common Name English
CYCLOHEXANECARBOXYLIC ACID, 4-((3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-1,3,5-TRIHYDROXY-, (1.ALPHA.,3R,4.ALPHA.,5R)-
Systematic Name English
QUINIC ACID 4-O-CAFFEATE
Common Name English
4-O-CAFFEOYL QUINIC ACID
Common Name English
4-CQA
Common Name English
4-CAFFEOYLQUINIC ACID
Common Name English
CYCLOHEXANECARBOXYLIC ACID, 4-(((2E)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-1,3,5-TRIHYDROXY-, (1.ALPHA.,3R,4.ALPHA.,5R)-
Systematic Name English
Code System Code Type Description
CHEBI
75491
Created by admin on Sat Dec 16 01:12:20 GMT 2023 , Edited by admin on Sat Dec 16 01:12:20 GMT 2023
PRIMARY
FDA UNII
F23DJ84IZ9
Created by admin on Sat Dec 16 01:12:20 GMT 2023 , Edited by admin on Sat Dec 16 01:12:20 GMT 2023
PRIMARY
CAS
905-99-7
Created by admin on Sat Dec 16 01:12:20 GMT 2023 , Edited by admin on Sat Dec 16 01:12:20 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
EPA CompTox
DTXSID601319036
Created by admin on Sat Dec 16 01:12:20 GMT 2023 , Edited by admin on Sat Dec 16 01:12:20 GMT 2023
PRIMARY
CAS
87099-73-8
Created by admin on Sat Dec 16 01:12:20 GMT 2023 , Edited by admin on Sat Dec 16 01:12:20 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
The water-soluble fraction, repeatedly chromatographed over MCI gel CHP20P, Sephadex LH-20, and YMC ODSA yielded the compound.
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
Methanol extracts of stevia dry leaves were directly used for LC-MS analysis. Efficient separation and resolution were achieved with diphenyl packing and acetonitrile/water as solvent in the HPLC method. Negative ion mode was used for all MS measurements.