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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H20O9
Molecular Weight 368.3353
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 3-FERULOYLQUINIC ACID

SMILES

COC1=C(O)C=CC(\C=C\C(=O)O[C@@H]2C[C@](O)(C[C@@H](O)[C@@H]2O)C(O)=O)=C1

InChI

InChIKey=RAGZUCNPTLULOL-KQJPBSFVSA-N
InChI=1S/C17H20O9/c1-25-12-6-9(2-4-10(12)18)3-5-14(20)26-13-8-17(24,16(22)23)7-11(19)15(13)21/h2-6,11,13,15,18-19,21,24H,7-8H2,1H3,(H,22,23)/b5-3+/t11-,13-,15+,17-/m1/s1

HIDE SMILES / InChI
Molecular Formula C17H20O9
Molecular Weight 368.3353
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

Description

3-O-feruloylquinic acid is a minor component of coffee; also, it is contained in tomato (Lycopersicon esculentum) and sunflower (Helianthus annuus). It was shown that 3-O-feruloylquinic acid possesses anti-AIV (H5N1) activities.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Isolation of chlorogenic acids and their derivatives from Stemona japonica by preparative HPLC and evaluation of their anti-AIV (H5N1) activity in vitro.
2007 May-Jun
Patents

Patents

20120177730
8
20140030332
5

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: 3-O-feruloylquinic acid (1) was purified from Stemona japonica by preparative high-performance liquid chromatography. The anti-AIV (H5N1) activities were evaluated by Neutral Red uptake assay.
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:17:03 GMT 2023
Edited
by admin
on Sat Dec 16 11:17:03 GMT 2023
Record UNII
1DG2CT594J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-FERULOYLQUINIC ACID
Common Name English
3-O-FERULOYLQUINIC ACID
Common Name English
CYCLOHEXANECARBOXYLIC ACID, 1,3,4-TRIHYDROXY-5-(((2E)-3-(4-HYDROXY-3-METHOXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-, (1R,3R,4S,5R)-
Systematic Name English
3-O-(E)-FERULOYLQUINIC ACID
Common Name English
CYCLOHEXANECARBOXYLIC ACID, 1,3,4-TRIHYDROXY-5-((3-(4-HYDROXY-3-METHOXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-, (1R,3R,4S,5R)-
Systematic Name English
Code System Code Type Description
CAS
87099-72-7
Created by admin on Sat Dec 16 11:17:03 GMT 2023 , Edited by admin on Sat Dec 16 11:17:03 GMT 2023
PRIMARY
FDA UNII
1DG2CT594J
Created by admin on Sat Dec 16 11:17:03 GMT 2023 , Edited by admin on Sat Dec 16 11:17:03 GMT 2023
PRIMARY
PUBCHEM
10133609
Created by admin on Sat Dec 16 11:17:03 GMT 2023 , Edited by admin on Sat Dec 16 11:17:03 GMT 2023
PRIMARY
CAS
40242-06-6
Created by admin on Sat Dec 16 11:17:03 GMT 2023 , Edited by admin on Sat Dec 16 11:17:03 GMT 2023
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