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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 1-CAFFEOYLQUINIC ACID

SMILES

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

InChI

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

Description

1-caffeoylquinic acid was extracted from Tetrastigma hemsleyanum leafs and identified in Ixeris sonchifolia. This dietary phytochemical is found in Quince, also. In silico study revealed that 1-caffeoylquinic acid effectively binds in the RH domain of NF-κB and might be a potent inhibitor of NF-κB pathway in cure and prevention of breast cancer.

Originator

Weiss, A.C. et al.
2
Sources: DOI: 10.1002/1099-0690(200107)2001:14<2735::AID-EJOC2735>3.0.CO;2-I

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Identification of chemical component from Ixeris sonchifolia and its injection by HPLC-ESI-MS(n)].
2013 Aug
Artichoke (Cynara cardunculus L. var. scolymus) waste as a natural source of carbonyl trapping and antiglycative agents.
2017 Oct
Patents

Patents

6524566
2
US20160175377 A1
2

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 08:35:04 GMT 2023
Edited
by admin
on Sat Dec 16 08:35:04 GMT 2023
Record UNII
8WO78APH4R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1-CAFFEOYLQUINIC ACID
Common Name English
1-O-CAFFEOYLQUINIC ACID
Common Name English
CYCLOHEXANECARBOXYLIC ACID, 1-((3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-3,4,5-TRIHYDROXY-, (1.ALPHA.,3R,4.ALPHA.,5R)-
Systematic Name English
CYCLOHEXANECARBOXYLIC ACID, 1,3,4,5-TETRAHYDROXY-, (-)-, 1-(3,4-DIHYDROXYCINNAMATE)
Systematic Name English
CYCLOHEXANECARBOXYLIC ACID, 1-(((2E)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-3,4,5-TRIHYDROXY-, (1.ALPHA.,3R,4.ALPHA.,5R)-
Systematic Name English
NPLC-0528
Code English
TRANS-1-O-CAFFEOYLQUINIC ACID
Common Name English
1-CQA
Common Name English
Code System Code Type Description
CHEBI
136555
Created by admin on Sat Dec 16 08:35:04 GMT 2023 , Edited by admin on Sat Dec 16 08:35:04 GMT 2023
PRIMARY
FDA UNII
8WO78APH4R
Created by admin on Sat Dec 16 08:35:04 GMT 2023 , Edited by admin on Sat Dec 16 08:35:04 GMT 2023
PRIMARY
CAS
1241-87-8
Created by admin on Sat Dec 16 08:35:04 GMT 2023 , Edited by admin on Sat Dec 16 08:35:04 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
CAS
928005-87-2
Created by admin on Sat Dec 16 08:35:04 GMT 2023 , Edited by admin on Sat Dec 16 08:35:04 GMT 2023
PRIMARY
NIH
NCATS
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