CITRIC ACID

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Search structure


Synonyms	Acidum citricum Acidum citricum monohydrate Aciletten Anhydrous citric acid B1650 Citrate Citric Acid Citric acid Citric acid anhydrous Citric acid bp Citric acid hydrate Citric acid monoglyceride Citric acid, anhydrous Citric acid, hydrous Citric acid,anhydrous Citric acid,hydrous Citricum acidum E-330 E330 FEMA NO. 2306 INS NO.330 INS-330 NSC-112226 NSC-30279 NSC-626579 Urologic G
Status
Molecule Category	Free-form
ATC	A09AB04
UNII	XF417D3PSL
EPA CompTox	DTXSID3020332


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	KRKNYBCHXYNGOX-UHFFFAOYSA-N
Smiles	O=C(O)CC(O)(CC(=O)O)C(=O)O
InChI	InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C6H8O7
Molecular Weight	192.12
AlogP	-1.25
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	4.0
Number of Rotational Bond	5.0
Polar Surface Area	132.13
Molecular species	ACID
Aromatic Rings	0.0
Heavy Atoms	13.0

Assay Description	Organism	Bioactivity	Reference
Binding affinity for Mycobacterium tuberculosis DHQase 2 at 20 mM	Mycobacterium tuberculosis	10.0 %
Antioxidant activity assessed as Fe2+ chelating activity after 10 min by spectrophotometry	None	0.074 ug.mL-1
Inhibition of recombinant GST-fused Geobacillus phage GBSV1-NSN expressed in Escherichia coli BL21 (DE3) at 10 mM using RNA/DNA as substrate after 15 mins by spectrophotometry relative to control	Geobacillus phage GBSV1	40.0 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	46.04 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	9.131 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.09 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.09 %

Cross References

Resources	Reference
ChEBI	30769
ChEMBL	CHEMBL1261
DrugBank	DB04272
DrugCentral	666
FDA SRS	XF417D3PSL
Human Metabolome Database	HMDB0000094
Guide to Pharmacology	2478
KEGG	C00158
PDB	CIT
PharmGKB	PA449021
SureChEMBL	SCHEMBL842
ZINC	ZINC000000895081

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).