NPs Basic Information

Name
Citric Acid
Molecular Formula C6H8O7
IUPAC Name*
2-hydroxypropane-1,2,3-tricarboxylic acid
SMILES
C(C(=O)O)C(CC(=O)O)(C(=O)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)
InChIKey
KRKNYBCHXYNGOX-UHFFFAOYSA-N
Synonyms
citric acid; 77-92-9; 2-hydroxypropane-1,2,3-tricarboxylic acid; Citric acid, anhydrous; Aciletten; Anhydrous citric acid; Citro; Citretten; Chemfill; Hydrocerol A; 1,2,3-Propanetricarboxylic acid, 2-hydroxy-; Citric acid anhydrous; Kyselina citronova; 2-hydroxy-1,2,3-propanetricarboxylic acid; 2-Hydroxytricarballylic acid; Caswell No. 221C; 3-Carboxy-3-hydroxypentane-1,5-dioic acid; FEMA No. 2306; 2-Hydroxypropanetricarboxylic acid; FEMA Number 2306; K-Lyte; Kyselina citronova [Czech]; K-Lyte DS; Citric acid,anhydrous; CCRIS 3292; HSDB 911; EPA Pesticide Chemical Code 021801; Citricum acidum; Citric acid monoglyceride; Uro-trainer; AI3-06286; Suby G; NSC 30279; NSC 626579; BRN 0782061; MFCD00011669; NSC-30279; NSC-626579; CHEMBL1261; XF417D3PSL; Kyselina 2-hydroxy-1,2,3-propantrikarbonova [Czech]; Kyselina 2-hydroxy-1,2,3-propantrikarbonova; CHEBI:30769; .beta.-Hydroxytricarballylic acid; citr; NSC30279; NSC626579; NSC-112226; Citric acid bp; Citric acid, 99%; NCGC00090954-03; E330; 2-hydroxy-1,2,3-propanetricarboxyic acid; Citric acid,hydrous; DSSTox_CID_332; E 330; beta-Hydroxytricarballylic acid; Citric acid, hydrous; CITRATE ANION; DSSTox_RID_75520; DSSTox_GSID_20332; 141633-96-7; INS NO.330; Citric acid [USAN:JAN]; CAS-77-92-9; INS-330; 1,3-Propanetricarboxylic acid, 2-hydroxy-; 10402-15-0; EINECS 201-069-1; UNII-XF417D3PSL; E-330; Citraclean; Citronensaeure; Acidum citricum; citric-acid; Anhydrous citrate; 2fwp; 4aci; 4nrm; H3cit; Citric acid, anhydrous [USP:JAN]; Citric Acid,(S); Citric acid (8CI); K-Lyte (Salt/Mix); 1i2s; 1o4l; 1rq2; 1y4a; 2bo4; 2c4v; 2fw6; 4to8; Citraclean (Salt/Mix); Citric acid-[13C6]; Citric Acid (Anhydrous); Spectrum3_001850; WLN: QV1XQVQ1VQ; beta-Hydroxytricarballylate; cid_311; K-Lyte/Cl (Salt/Mix); CITRIC ACID [MI]; K-Lyte DS (Salt/Mix); Acidum citricum monohydrate; bmse000076; HOC(CH2COOH)2COOH; EC 201-069-1; CITRIC ACID [FHFI]; CITRIC ACID [HSDB]; NCIStruc1_000057; NCIStruc2_000099; NCIOpen2_004062; NCIOpen2_004502; Oprea1_502996; BSPBio_003240; Citric acid anhydrous (JAN); 4-03-00-01272 (Beilstein Handbook Reference); Citric Acid, anhydrous, USP; MLS001066346; CITRIC ACID [WHO-DD]; citric acid (Fragrance Grade); Citric acid, anhydrous (USP); CITRICUM ACIDUM [HPUS]; Anhydrous citric acid (JP17); GTPL2478; Citric Acid (Industrial Grade); Citric acid, analytical standard; DTXSID3020332; BDBM14672; Citric acid, p.a., 99.5%; KBio3_002740; 4o61; Citric acid, Electrophoresis Grade; HMS1787N01; HMS2268B04; Pharmakon1600-01300013; ZINC895081; ANHYDROUS CITRIC ACID [II]; ANHYDROUS CITRIC ACID [JAN]; HY-N1428; STR12052; Tox21_113436; Tox21_202405; Tox21_300124; BBL002530; NSC759606; s5761; STK286098; CITRIC ACID,ANHYDROUS [VANDF]; AKOS000119911; ANHYDROUS CITRIC ACID [MART.]; Citric acid, LR, anhydrous, >=99%; 2-hydroxy-1,2,3-propanetricarboxylate; ACIDUM CITRICUM [WHO-IP LATIN]; CS-6965; DB04272; 3-Carboxy-3-hydroxypentane-1,5-dioate; Citric acid, >=99.5%, FCC, FG; Citric acid, ACS reagent, >=99.5%; Citric Acid, anhydrous powder, A.C.S.; 2-Hydroxy-1,3-propanetricarboxylic acid; CITRIC ACID, ANHYDROUS [WHO-IP]; NCGC00090954-01; NCGC00090954-02; NCGC00090954-04; NCGC00090954-05; NCGC00254055-01; NCGC00259954-01; 2-hydroxypropane-1,2,3-tricarboxylicacid; BP-31028; Citric Acid, anhydrous granular, A.C.S.; NCI60_022579; SMR000471840; SBI-0206765.P001; Citric acid, SAJ first grade, >=99.5%; 2-Hydroxy-1,2,3-propane tricarboxylic acid; 2-Hydroxy-1,2,3-propanenetricarboxylic acid; ANHYDROUS CITRIC ACID [USP MONOGRAPH]; C1949; CITRIC ACID, ANHYDROUS [EP IMPURITY]; Citric acid, Vetec(TM) reagent grade, 99%; FT-0623957; FT-0665073; FT-0728530; CITRIC ACID, ANHYDROUS [USP IMPURITY]; CLENPIQ COMPONENT ANHYDROUS CITRIC ACID; EN300-16683; C00158; D00037; AE-562/40806920; ANHYDROUS CITRIC ACID COMPONENT OF CLENPIQ; Citric acid, BioUltra, anhydrous, >=99.5% (T); Q159683; J-520099; 1,2,3-Propanetricarboxylic acid, 2-hydroxy- (9CI); Citric acid, certified reference material, TraceCERT(R); Citric acid, meets USP testing specifications, anhydrous; F2191-0222; 8F5D336A-442D-434A-9FB0-E400FF74E343; Citrate standard for IC, 1000 mg/L, analytical standard; 1,2,3-PROPANETRICARBOXYLIC ACID,2-HYDROXY (CITRIC ACID); Citric acid, United States Pharmacopeia (USP) Reference Standard; CITRIC ACID (CONSTITUENT OF CRANBERRY LIQUID PREPARATION) [DSC]; Citric acid, anhydrous, cell culture tested, plant cell culture tested; Citric acid, anhydrous, European Pharmacopoeia (EP) Reference Standard; Citric acid, anhydrous, free-flowing, Redi-Dri(TM), ACS reagent, >=99.5%; CITRIC ACID (CONSTITUENT OF GARCINIA CAMBOGIA AND GARCINIA INDICA) [DSC]; Citric acid, Anhydrous, Pharmaceutical Secondary Standard; Certified Reference Material; Citric acid, meets analytical specification of Ph. Eur., BP, USP, E330, anhydrous, 99.5-100.5% (based on anhydrous substance)
CAS 77-92-9
PubChem CID 311
ChEMBL ID CHEMBL1261
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Carboxylic acids and deri
        • Subclass: Tricarboxylic acids and d
          • Direct Parent: Tricarboxylic acids and d

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 192.12 ALogp: -1.7
HBD: 4 HBA: 7
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 132.0 Aromatic Rings: 0
Heavy Atoms: 13 QED Weighted: 0.451

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -6.1 MDCK Permeability: 0.00388633
Pgp-inhibitor: 0 Pgp-substrate: 0.041
Human Intestinal Absorption (HIA): 0.398 20% Bioavailability (F20%): 0.008
30% Bioavailability (F30%): 0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.067 Plasma Protein Binding (PPB): 17.32%
Volume Distribution (VD): 0.379 Fu: 69.82%

ADMET: Metabolism

CYP1A2-inhibitor: 0.005 CYP1A2-substrate: 0.026
CYP2C19-inhibitor: 0.021 CYP2C19-substrate: 0.034
CYP2C9-inhibitor: 0.018 CYP2C9-substrate: 0.096
CYP2D6-inhibitor: 0.007 CYP2D6-substrate: 0.076
CYP3A4-inhibitor: 0.028 CYP3A4-substrate: 0.002

ADMET: Excretion

Clearance (CL): 1.287 Half-life (T1/2): 0.812

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.124
Drug-inuced Liver Injury (DILI): 0.708 AMES Toxicity: 0.024
Rat Oral Acute Toxicity: 0.001 Maximum Recommended Daily Dose: 0.008
Skin Sensitization: 0.229 Carcinogencity: 0.009
Eye Corrosion: 0.989 Eye Irritation: 0.978
Respiratory Toxicity: 0.018
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC000062 0.368 D0W5BS 0.941
ENC000044 0.317 D06VNK 0.368
ENC002702 0.288 D01EKQ 0.354
ENC000937 0.281 D04CJL 0.354
ENC001325 0.279 D0QC5D 0.354
ENC000795 0.277 D0RN2W 0.341
ENC000075 0.264 D0Q4EW 0.340
ENC000735 0.250 D07QPM 0.340
ENC001095 0.238 D0Z0MG 0.327
ENC000677 0.237 D00ENY 0.295
*Note: the compound similarity was calculated by RDKIT.