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Name |
Fumaric Acid
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Molecular Formula | C4H4O4 | |
IUPAC Name* |
(E)-but-2-enedioic acid
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SMILES |
C(=C/C(=O)O)\C(=O)O
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InChI |
InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+
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InChIKey |
VZCYOOQTPOCHFL-OWOJBTEDSA-N
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Synonyms |
fumaric acid; 110-17-8; trans-Butenedioic acid; fumarate; Allomaleic acid; Lichenic acid; (2E)-but-2-enedioic acid; Boletic acid; 2-Butenedioic acid; Tumaric acid; trans-1,2-Ethylenedicarboxylic acid; But-2-enedioic acid; Allomalenic acid; trans-2-Butenedioic acid; (E)-2-Butenedioic acid; 2-Butenedioic acid, (E)-; Fumaricum acidum; 2-Butenedioic acid (E)-; Kyselina fumarova; USAF EK-P-583; FEMA No. 2488; Butenedioic acid; Butenedioic acid, (E)-; (2E)-2-butenedioic acid; (E)-but-2-enedioic acid; 2-Butenedioic acid (2E)-; Caswell No. 465E; NSC-2752; FEMA Number 2488; 2-(E)-Butenedioic acid; 1,2-Ethylenedicarboxylic acid, (E); CCRIS 1039; HSDB 710; Allomaleic-acid; U-1149; Boletic-acid; trans-but-2-enedioic acid; 1,2-Ethenedicarboxylic acid, trans-; EPA Pesticide Chemical Code 051201; Fumaric acid (NF); Fumaric acid [NF]; (E)-Butenedioic acid; AI3-24236; 6915-18-0; INS NO.297; CHEBI:18012; INS-297; NSC2752; FC 33; 88XHZ13131; fum; E297; Lichenic acid (VAN); E-297; DSSTox_CID_1518; (E)-2-Butenedioate; DSSTox_RID_76195; DSSTox_GSID_21518; Fumaric acid 1000 microg/mL in Acetonitrile:Water; Kyselina fumarova [Czech]; (2E)-but-2-enedioate; Fumarsaeure; Donitic acid; but-2-enedioicacid; 9003-16-1; CAS-110-17-8; fumarate, 10; E-2-Butenedioic acid; Fumaric acid (8CI); EINECS 203-743-0; FC 33 (acid); Futrans-2-Butenedioic Acid; BRN 0605763; Allomaleate; Boletate; Lichenate; fumeric acid; UNII-88XHZ13131; trans-Butenedioate; NCGC00091192-02; Fumaric Acid,(S); Maleic Acid (MA); MFCD00002700; trans-2-Butenedioate; Fumaric Acid (FA); 2-(E)-Butenedioate; Fumaric acid, 99%; ethylenedicarboxylic acid; (Trans)-butenedioic acid; F0067; Fumaric acid, >=99%; bmse000083; FUMARIC ACID [II]; FUMARIC ACID [MI]; EC 203-743-0; WLN: QV1U1VQ-T; FUMARIC ACID [FCC]; SCHEMBL1177; FUMARIC ACID [FHFI]; FUMARIC ACID [HSDB]; FUMARIC ACID [INCI]; FUMARIC ACID [VANDF]; 4-02-00-02202 (Beilstein Handbook Reference); MLS002454406; 2-butenedioic acid, (2E)-; FUMARIC ACID [MART.]; (2E)-2-Butenedioic acid #; FUMARIC ACID [USP-RS]; FUMARIC ACID [WHO-DD]; CHEMBL503160; Fumaric Acid (Fragrance Grade); FUMARICUM ACIDUM [HPUS]; trans-1,2-Ethylenedicarboxylate; DTXSID3021518; BDBM26122; CHEBI:22958; 2(TRANS)-BUTENEDIOIC ACID; HMS2270C12; Pharmakon1600-01301022; Fumaric acid, >=99.0% (T); AMY30339; FUMARIC ACID [USP IMPURITY]; STR02646; ZINC3860193; Tox21_201769; Tox21_302826; 2-Butenedioic acid (2E)- (9CI); Fumaric acid, >=99%, FCC, FG; NSC760395; s4952; AKOS000118896; Fumaric acid, qNMR Standard for DMSO; CCG-266065; CS-W016599; DB01677; HY-W015883; NSC-760395; NCGC00091192-01; NCGC00091192-03; NCGC00256360-01; NCGC00259318-01; BP-13087; Fumaric acid, tested according to USP/NF; LS-12976; SMR000112117; Fumaric acid, puriss., >=99.5% (T); MALIC ACID IMPURITY A [EP IMPURITY]; EN300-17996; Fumaric acid, Vetec(TM) reagent grade, 99%; 1, (E); C00122; D02308; D85166; Q139857; Fumaric acid, BioReagent, suitable for cell culture; J-002389; Fumarate; 2-Butenedioic acid; Trans-Butenedioic acid; SODIUM AUROTHIOMALATE IMPURITY B [EP IMPURITY]; Z57127460; F8886-8257; Fumaric acid, certified reference material, TraceCERT(R); 26B3632D-E93F-4655-90B0-3C17855294BA; Fumaric acid, anhydrous, free-flowing, Redi-Dri(TM), >=99%; Fumaric acid, European Pharmacopoeia (EP) Reference Standard; Fumaric acid, United States Pharmacopeia (USP) Reference Standard; Fumaric Acid, Pharmaceutical Secondary Standard; Certified Reference Material; 623158-97-4
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CAS | 110-17-8 | |
PubChem CID | 444972 | |
ChEMBL ID | CHEMBL503160 |
Chemical Classification: |
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Endophyte ID | Endophyte Name | Family | Genus | Taxonomy ID | GenBank ID | Closest GenBank ID | Reference | |
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Endophyte ID | Endophyte Name | Family | Genus | Taxonomy ID | GenBank ID | Closest GenBank ID | Reference |
Bioactivity Name | Target ID | Target Name | Target Type | Target Organism | Target Organism ID | Potency of Bioactivity | Activity Type | Value | Unit | Endophyte ID | Endophyte Name | |
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Bioactivity Name | Target ID | Target Name | Target Type | Target Organism | Target Organism ID | Potency of Bioactivity | Activity Type | Value | Unit | Endophyte ID | Endophyte Name |
Molecular Weight: | 116.07 | ALogp: | -0.3 |
HBD: | 2 | HBA: | 4 |
Rotatable Bonds: | 2 | Lipinski's rule of five: | Accepted |
Polar Surface Area: | 74.6 | Aromatic Rings: | 0 |
Heavy Atoms: | 8 | QED Weighted: | 0.503 |
Caco-2 Permeability: | -5.65 | MDCK Permeability: | 0.00002210 |
Pgp-inhibitor: | 0 | Pgp-substrate: | 0.044 |
Human Intestinal Absorption (HIA): | 0.107 | 20% Bioavailability (F20%): | 0.016 |
30% Bioavailability (F30%): | 0.996 |
Blood-Brain-Barrier Penetration (BBB): | 0.094 | Plasma Protein Binding (PPB): | 39.78% |
Volume Distribution (VD): | 0.447 | Fu: | 31.86% |
CYP1A2-inhibitor: | 0.01 | CYP1A2-substrate: | 0.045 |
CYP2C19-inhibitor: | 0.031 | CYP2C19-substrate: | 0.034 |
CYP2C9-inhibitor: | 0.102 | CYP2C9-substrate: | 0.314 |
CYP2D6-inhibitor: | 0.052 | CYP2D6-substrate: | 0.123 |
CYP3A4-inhibitor: | 0.017 | CYP3A4-substrate: | 0.004 |
Clearance (CL): | 1.982 | Half-life (T1/2): | 0.905 |
hERG Blockers: | 0.001 | Human Hepatotoxicity (H-HT): | 0.853 |
Drug-inuced Liver Injury (DILI): | 0.743 | AMES Toxicity: | 0.027 |
Rat Oral Acute Toxicity: | 0.255 | Maximum Recommended Daily Dose: | 0.004 |
Skin Sensitization: | 0.879 | Carcinogencity: | 0.03 |
Eye Corrosion: | 0.991 | Eye Irritation: | 0.45 |
Respiratory Toxicity: | 0.354 |
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