Chlorogenic Acid

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Chlorogenic Acid
Accession Number
DB12029
Type
Small Molecule
Groups
Investigational
Description

Chlorogenic Acid has been used in trials studying the treatment of Advanced Cancer and Impaired Glucose Tolerance.

Structure
Thumb
Synonyms
Not Available
External IDs
NSC-407296 / NSC-70861
Categories
UNII
318ADP12RI
CAS number
202650-88-2
Weight
Average: 354.3087
Monoisotopic: 354.095082174
Chemical Formula
C16H18O9
InChI Key
CWVRJTMFETXNAD-JUHZACGLSA-N
InChI
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
IUPAC Name
(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
SMILES
O[C@@H]1C[C@](O)(C[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)[C@@H]1O)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0003164
KEGG Compound
C00852
PubChem Compound
1794427
PubChem Substance
347828344
ChemSpider
1405788
BindingDB
50327036
ChEBI
16112
ChEMBL
CHEMBL284616

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedTreatmentCancer, Advanced1
1CompletedTreatmentGlioblastomas1
1TerminatedTreatmentCancer, Advanced1
2RecruitingTreatmentImpaired Glucose Tolerance (IGT)1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility3.44 mg/mLALOGPS
logP0.17ALOGPS
logP-0.27ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)3.33ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area164.75 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity83.23 m3·mol-1ChemAxon
Polarizability33.42 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-052b-0975000000-7ff0681e9983191145ac
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-052b-0975000000-25fbc0fd86e2102b1846
GC-MS Spectrum - GC-MS (6 TMS)GC-MSsplash10-0a4j-1897000000-1bf40e61c8b016f6d1fe
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-052b-0975000000-7ff0681e9983191145ac
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-052b-0975000000-25fbc0fd86e2102b1846
GC-MS Spectrum - GC-MSGC-MSsplash10-0a4j-1897000000-1bf40e61c8b016f6d1fe
MS/MS Spectrum - Quattro_QQQ 10V, PositiveLC-MS/MSsplash10-03di-0900000000-c967ed2de6bc445ffb02
MS/MS Spectrum - Quattro_QQQ 25V, PositiveLC-MS/MSsplash10-03di-0900000000-4fb0aa23529c84f7e829
MS/MS Spectrum - Quattro_QQQ 40V, PositiveLC-MS/MSsplash10-029j-1900000000-7ae6eafda8c4a3c22517
MS/MS Spectrum - FD-B (Unknown) , PositiveLC-MS/MSsplash10-0udi-0009000000-378f6298ca0416519525
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-0udi-0009000000-0b3427977e0c1f9d6a75
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-0006-0901000000-e3869338c5312cfd01a2
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-0006-0900000000-4f7df62a909594e8dabf
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, NegativeLC-MS/MSsplash10-0006-0900000000-4438cf2b7d3dd0ca06a4
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, NegativeLC-MS/MSsplash10-000f-3900000000-a7982b43b83d191b2651
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, PositiveLC-MS/MSsplash10-08fr-0927000000-708aeb0e652c03f8b1db
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, PositiveLC-MS/MSsplash10-03di-0900000000-ae6e117173e672cfa4e8
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, PositiveLC-MS/MSsplash10-03di-0900000000-9847301060b85490005a
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, PositiveLC-MS/MSsplash10-03di-0900000000-2bcf6303448c0b3ed50a
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, PositiveLC-MS/MSsplash10-00li-2900000000-0943d4e9b9fc1a7d947f
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-03di-0900000000-6d376727bd1d633ce205
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-01ot-0900000000-8515e331dca6691469af
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - DI-ESI-qTof , NegativeLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0udl-0609000000-83c24cdc722253a22133
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0006-0900000000-cb7ada1e019eeaf581f8
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0006-0900000000-cf1d9e2bfbe189ab14c5
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0006-0900000000-efe8e88dd58774392e2d
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0006-0900000000-46004e1b5fe6b679c734
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0udi-0009000000-0b3427977e0c1f9d6a75
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-0901000000-e3869338c5312cfd01a2
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-0900000000-4f7df62a909594e8dabf
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-0900000000-4438cf2b7d3dd0ca06a4
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000f-3900000000-b31b5104a7272506df29
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0006-0900000000-686a4ecfb183177b0088
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0006-0900000000-7de8c909a7a1c27546ab
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0uxr-0009080000-4070990b780bf5af6c9d
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0uxr-0009080000-ad5633550712505eb641
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0006-0900000000-e6e393684cbeba80ab75
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0006-0900000000-c64fdccff4316fedf14a
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0900000000-349a6a5742bffc1e3a60
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0900000000-1a0932f2bd4a4da1e6d5
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0900000000-c27411d64764a97ed7ba
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0900000000-99f681ccb451f7723dcf
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03dr-0900000000-3321d685dfbebc65b30c
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0900000000-8b9084df0e617fe4e5d6
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0900000000-7eaad1ea196caa734849
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0900000000-cfada50ed67d18cf5ef9
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-08fr-0927000000-708aeb0e652c03f8b1db
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-0900000000-2573c7567968e05289b8
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-0900000000-9847301060b85490005a
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-0900000000-2bcf6303448c0b3ed50a
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00li-2900000000-2e3ac9f64136b977e2f7
LC-MS/MS Spectrum - LC-ESI-IT , positiveLC-MS/MSsplash10-03di-0900000000-171807e7335078446f91
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-03di-0900000000-ae3adc4e1a74e869e3b3
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-03di-0900000000-e8c5e87c4638193eae42
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0kx0-0589000000-cd0bb9e1e7b2c15e7673
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0kx0-0469000000-c896bda65053dbfb502a
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0udi-0139000000-dc52784ccb344038da36
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-03di-0900000000-118b3f7773deb9eaba1f
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-03di-0900000000-564b08cbbdb0a3cab944
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0udi-0039000000-5a7fc9b7dee56ce6c79e
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0bu0-0379000000-fe1e02e8cef597ea80a5
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0bu0-0379000000-7f510dd6100e82e8b04d
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0039000000-3c5f7f71e01c11aa0478
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0039000000-1a089eda190e816a2992
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03di-2900000000-0cab1210002740e149b4
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03di-0900000000-c71011dfc4d9550a6e1a
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03di-0900000000-62a3368edfce0857c21c
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as quinic acids and derivatives. These are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Alcohols and polyols
Direct Parent
Quinic acids and derivatives
Alternative Parents
Coumaric acids and derivatives / Cinnamic acid esters / Styrenes / Catechols / 1-hydroxy-2-unsubstituted benzenoids / 1-hydroxy-4-unsubstituted benzenoids / Fatty acid esters / Cyclohexanols / Alpha hydroxy acids and derivatives / Dicarboxylic acids and derivatives
show 7 more
Substituents
Quinic acid / Cinnamic acid or derivatives / Coumaric acid or derivatives / Hydroxycinnamic acid or derivatives / Cinnamic acid ester / Catechol / Styrene / 1-hydroxy-4-unsubstituted benzenoid / 1-hydroxy-2-unsubstituted benzenoid / Cyclohexanol
show 20 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
cinnamate ester, tannin (CHEBI:16112) / Caffeate derivatives (C00852)

Drug created on October 20, 2016 15:12 / Updated on November 02, 2018 07:19