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Citric acid
- Family: Plantae - Rosaceae
- Kingdom: Plantae
- Class: Tricarboxylic Acid
| Canonical Smiles | OC(=O)C(CC(=O)O)(CC(=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 |
| Formula | C6H8O7 |
| HBA | 4 |
| HBD | 4 |
| MW | 192.12 |
| Rotatable Bonds | 5 |
| TPSA | 132.13 |
| LogP | -1.25 |
| Number Rings | 0 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.5 |
| Exact Mass | 192.03 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Syagrus romanzoffiana | Arecaceae | Plantae | 290277 |
| 2 | Rosa canina | Rosaceae | Plantae | 74635 |
Showing of synonyms
Citric acid
77-92-9
Citric acid, anhydrous
2-hydroxypropane-1,2,3-tricarboxylic acid
Anhydrous citric acid
Aciletten
Citro
Citric acid anhydrous
Citretten
Chemfill
Hydrocerol A
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
Beta-Hydroxytricarballylic acid
Citric acid,anhydrous
Citricum acidum
Citric acid monoglyceride
CCRIS 3292
HSDB 911
EPA Pesticide Chemical Code 021801
AI3-06286
NSC 30279
Citronensaeure
NSC 626579
Acidum citricum
BRN 0782061
UNII-XF417D3PSL
H3cit
EINECS 201-069-1
XF417D3PSL
NSC-30279
NSC-626579
DTXSID3020332
CHEBI:30769
Kyselina 2-hydroxy-1,2,3-propantrikarbonova
NSC-112226
E330
DTXCID50332
2-hydroxy-1,2,3-propanetricarboxyic acid
EC 201-069-1
4-03-00-01272 (Beilstein Handbook Reference)
CLENPIQ COMPONENT ANHYDROUS CITRIC ACID
Citralite
ANHYDROUS CITRIC ACID (II)
ANHYDROUS CITRIC ACID [II]
ANHYDROUS CITRIC ACID (MART.)
ANHYDROUS CITRIC ACID [MART.]
ANHYDROUS CITRIC ACID (USP MONOGRAPH)
ANHYDROUS CITRIC ACID [USP MONOGRAPH]
CITRIC ACID, ANHYDROUS (EP IMPURITY)
CITRIC ACID, ANHYDROUS [EP IMPURITY]
CITRIC ACID, ANHYDROUS (USP IMPURITY)
CITRIC ACID, ANHYDROUS [USP IMPURITY]
2-hydroxy-1,2,3-propane-tricarboxylic acid
Citronensaure
Acido citrico
BETA-HYDROXY-TRICARBOXYLIC ACID
USEPA/OPP Pesticide Code: 21801
ANHYDROUS CITRIC ACID COMPONENT OF CLENPIQ
2-Hydroxy-1,2,3-propanetricarboxylic Acid, Anhydrous
CITRIC ACID (CONSTITUENT OF CRANBERRY LIQUID PREPARATION)
CITRIC ACID (CONSTITUENT OF GARCINIA CAMBOGIA AND GARCINIA INDICA)
201-069-1
1,2,3-Propanetricarboxylic acid, 2-hydroxy-
K-Lyte
Kyselina citronova [Czech]
K-Lyte DS
Uro-trainer
Suby G
MFCD00011669
CHEMBL1261
Kyselina 2-hydroxy-1,2,3-propantrikarbonova [Czech]
79586-22-4
.beta.-Hydroxytricarballylic acid
Citr
NSC30279
NSC626579
Citric acid, 99%
NCGC00090954-03
Ubiquitin
E 330
C6H8O7
Citric acid [USAN:JAN]
CAS-77-92-9
1,3-Propanetricarboxylic acid, 2-hydroxy-
Citraclean
Citric-acid
Anhydrous citrate
2fwp
4aci
4nrm
Citric acid, anhydrous [USP:JAN]
Citric acid (8CI)
K-Lyte (Salt/Mix)
1i2s
1o4l
1rq2
1y4a
2bo4
2c4v
2fw6
4to8
Citraclean (Salt/Mix)
Spectrum3_001850
WLN: QV1XQVQ1VQ
Beta-Hydroxytricarballylate
Cid_311
K-Lyte/Cl (Salt/Mix)
CITRIC ACID [MI]
K-Lyte DS (Salt/Mix)
Bmse000076
HOC(CH2COOH)2COOH
CITRIC ACID [FHFI]
CITRIC ACID [HSDB]
NCIStruc1_000057
NCIStruc2_000099
NCIOpen2_004062
NCIOpen2_004502
Oprea1_502996
BSPBio_003240
Citric acid anhydrous (JAN)
134367-01-4
Citric Acid, anhydrous, USP
MLS001066346
CITRIC ACID [WHO-DD]
Citric acid, anhydrous (USP)
CITRICUM ACIDUM [HPUS]
Anhydrous citric acid (JP18)
GTPL2478
Citric acid, analytical standard
BDBM14672
Citric acid, p.a., 99.5%
KBio3_002740
Citric Acid, anhydrous, granular
4o61
Citric acid, Electrophoresis Grade
HMS1787N01
HMS2268B04
Pharmakon1600-01300013
ANHYDROUS CITRIC ACID [JAN]
HY-N1428
STR12052
1,2,3-Tricarboxy-2-hydroxypropane
Tox21_113436
Tox21_202405
Tox21_300124
BBL002530
NSC759606
S5761
STK286098
CITRIC ACID,ANHYDROUS [VANDF]
AKOS000119911
Citric Acid, anhydrous, fine granular
Citric acid, LR, anhydrous, >=99%
ACIDUM CITRICUM [WHO-IP LATIN]
CS-6965
DB04272
FC02313
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
NCGC00090954-06
NCGC00254055-01
NCGC00259954-01
2-hydroxypropane-1,2,3-tricarboxylicacid
BP-31028
Citric Acid, anhydrous granular, A.C.S.
DA-72240
NCI60_022579
SMR000471840
SBI-0206765.P001
Citric acid, SAJ first grade, >=99.5%
2-Hydroxy-1,2,3-propane tricarboxylic acid
C1949
Citric acid, Vetec(TM) reagent grade, 99%
NS00007335
1,2,3-Propanetricarboxylio acid, 2-hydroxy-
EN300-16683
C00158
D00037
G91031
SBI-0206765.0002
AE-562/40806920
Citric acid, BioUltra, anhydrous, >=99.5% (T)
Q159683
1,2,3-Propanetricarboxylic acid, 2-hydroxy- (9CI)
BRD-K76792669-001-08-1
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
141633-96-7
Citric acid, meets analytical specification of Ph. Eur., BP, USP, E330, anhydrous, 99.5-100.5% (based on anhydrous substance)
InChI=1/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
- El-Hawary S.S, Fathy F.I, et al. (2021). Anticholinesterase activity and metabolite profiling of Syagrus romanzoffiana (Cham.) Glassman leaves and fruits via UPLC–QTOF–PDA–MS. Natural product research, 2021, 35(10), 1671-1675. [View] [PubMed]
- Fetni S, Bertella N, et al. (2020). Composition and biological activity of the Algerian plant Rosa canina L by HPLC-UV-MS. Arabian Journal of Chemistry, 2020, 13(1), 1105-1119. [View]
Pubchem:
311
Cas:
77-92-9
Gnps:
CCMSLIB00005728094
Zinc:
ZINC000000895081
Kegg Ligand:
C00158
Chebi:
30769
Nmrshiftdb2:
10008628
Metabolights:
MTBLC30769
Chembl:
CHEMBL1261
Comptox:
DTXSID3020332
Drugbank:
DB04272
Pdb Ligand:
CIT
Bindingdb:
14672
CPRiL:
884
No scaffolds available.
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.01
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -3.97
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -4.65
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.09
- Plasma Protein Binding
- -10.95
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- -2.44
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -0.41
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Toxic
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 2.03
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 3.74
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- 4.77
- Rat (Acute)
- 1.89
- Rat (Chronic Oral)
- 2.8
- Fathead Minnow
- 2.86
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 316.59
- Hydration Free Energy
- -8.93
- Log(D) at pH=7.4
- -4.8
- Log(P)
- -1.63
- Log S
- -0.18
- Log(Vapor Pressure)
- -8.22
- Melting Point
- 148.75
- pKa Acid
- 2.13
- pKa Basic
- 9.36
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Geranyl diphosphate synthase large subunit | Q9SBR3 | Q9SBR3_MENPI | Mentha piperita | 3 | 0.8924 |
| Mexicain | P84346 | MEX1_JACME | Jacaratia mexicana | 3 | 0.8799 |
| Actin, alpha skeletal muscle | P68135 | ACTS_RABIT | Oryctolagus cuniculus | 3 | 0.8317 |
| Geranylgeranyl pyrophosphate synthase BTS1 | Q12051 | GGPPS_YEAST | Saccharomyces cerevisiae | 3 | 0.8256 |
| Farnesyl pyrophosphate synthase | P14324 | FPPS_HUMAN | Homo sapiens | 3 | 0.8194 |
| 3-hydroxy-3-methylglutaryl-coenzyme A reductase | P13702 | MVAA_PSEMV | Pseudomonas mevalonii | 3 | 0.7951 |
| Chorismate mutase AroH | P19080 | AROH_BACSU | Bacillus subtilis | 3 | 0.7886 |
| Farnesyl pyrophosphate synthase | P14324 | FPPS_HUMAN | Homo sapiens | 3 | 0.7743 |
| Pyridoxal kinase, putative | C4LVZ4 | C4LVZ4_ENTHI | Entamoeba histolytica | 3 | 0.7617 |
| Angiotensin-converting enzyme | P12821 | ACE_HUMAN | Homo sapiens | 3 | 0.7398 |
| Macrophage metalloelastase | P39900 | MMP12_HUMAN | Homo sapiens | 3 | 0.7046 |
| Purine nucleoside phosphorylase DeoD-type | P0ABP8 | DEOD_ECOLI | Escherichia coli | 3 | 0.7003 |