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Name |
Caffeic Acid
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Molecular Formula | C9H8O4 | |
IUPAC Name* |
(E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
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SMILES |
C1=CC(=C(C=C1/C=C/C(=O)O)O)O
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InChI |
InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
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InChIKey |
QAIPRVGONGVQAS-DUXPYHPUSA-N
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Synonyms |
caffeic acid; 3,4-Dihydroxycinnamic acid; 331-39-5; trans-caffeic acid; 501-16-6; 3,4-Dihydroxybenzeneacrylic acid; 3-(3,4-dihydroxyphenyl)acrylic acid; (E)-3-(3,4-dihydroxyphenyl)acrylic acid; (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid; Caffeicacid; Cinnamic acid, 3,4-dihydroxy-; 3-(3,4-Dihydroxyphenyl)-2-propenoic acid; (E)-3,4-dihydroxycinnamic acid; 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-; trans-Caffeate; 4-(2-Carboxyethenyl)-1,2-dihydroxybenzene; 3,4-Dihydroxy-trans-cinnamate; 3-(3,4-Dihydroxyphenyl)propenoic acid; 4-(2'-Carboxyvinyl)-1,2-dihydroxybenzene; NSC 57197; Caffeate; 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, (E)-; 3-(3,4-Dihydroxy phenyl)-2-propenoic acid; NSC-57197; 71693-97-5; CHEMBL145; NSC-623438; U2S3A33KVM; (E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid; AI3-63211; MLS000069738; CHEBI:16433; trans-3,4-Dihydroxycinnamic Acid; NSC57197; 331-89-5; SMR000058214; (2E)-3-(3,4-dihydroxyphenyl)acrylic acid; 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, (2E)-; MFCD00004392; Caffeic acid - Natural; CCRIS 847; 3-(3,4-dihydroxyphenyl)prop-2-enoic acid; HSDB 7088; SR-01000000203; EINECS 206-361-2; UNII-U2S3A33KVM; CHEBI:36281; caffeic-acid; Caffeic acid pure; Caffeic acid, 1; Caffeic acid 1000 microg/mL in Acetone; 3,4-dihydroxycinnamic acid (caffeic acid); Caffeic Acid,(S); Caffeic acid, trans-; 3,4-dihydroxycinnamate; CAFFEIC ACID natural; Opera_ID_1700; CAFFEIC ACID [MI]; CAFFEIC ACID [DSC]; Cinnamic acid,4-dihydroxy-; 3,4-Dihydroxycinnamic acid, predominantly trans; CAFFEIC ACID [HSDB]; CAFFEIC ACID [IARC]; CAFFEIC ACID [INCI]; 3,4-Dihydroxybenzeneacrylate; SCHEMBL23358; MLS001076493; MLS002207132; MLS002222302; MLS006011849; BIDD:ER0456; SPECTRUM1503987; CAFFEIC ACID [WHO-DD]; 2-Propenoic acid,3-(3,4-dihydroxyphenyl)-, (2E)-; 3,4-Dihydroxycinnamate, XVII; BDBM4375; cid_689043; GTPL5155; ZINC58172; AMY3943; DTXSID901316055; HMS2235G09; HMS3260J17; HMS3649O17; BCP28271; HY-N0172; Tox21_500208; BBL012113; Caffeic Acid - CAS 331-39-5; CCG-38895; NSC623438; s2277; STK397812; Caffeic acid, >=98.0% (HPLC); 2-Propenoic acid,4-dihydroxyphenyl)-; AKOS000144463; AC-8006; CS-8205; DB01880; LP00208; SDCCGMLS-0002982.P003; SDCCGSBI-0050196.P004; NCGC00017364-04; NCGC00017364-05; NCGC00017364-06; NCGC00017364-07; NCGC00017364-08; NCGC00017364-09; NCGC00017364-10; NCGC00017364-11; NCGC00017364-12; NCGC00017364-13; NCGC00017364-22; NCGC00022654-03; NCGC00022654-04; NCGC00022654-05; NCGC00022654-06; NCGC00022654-07; NCGC00022654-08; NCGC00022654-09; NCGC00260893-01; (E)-3-(3,4-dihydroxyphenyl)acrylicacid; AS-10895; BP-30112; SMR004703501; XC164210; Caffeic acid, purum, >=95.0% (HPLC); AB00490047; EU-0100208; SW197202-3; 2-Morpholin-4-yl-isonicotinicacidhydrochloride; (E)-3-(3,4-dihydroxyphenyl)prop-2-enoicacid; C 0625; C-1500; C01197; C01481; EN300-1067793; (2E)-3-(3,4-Dihydroxyphenyl)-2-propenoic acid; 331C395; A851723; Q414116; SR-01000000203-2; SR-01000000203-6; SR-01000000203-7; SR-01000000203-8; BRD-K09900591-001-06-9; SR-01000000203-13; CAFFEIC ACID (CONSTITUENT OF BLACK COHOSH) [DSC]; F3096-1708; Z240113804; 8B3E4DA7-F3B0-4972-A315-2E387071737F; trans-Caffeic acid, certified reference material, TraceCERT(R); Caffeic acid, matrix substance for MALDI-MS, >=99.0% (HPLC); Caffeic acid, United States Pharmacopeia (USP) Reference Standard; Caffeic acid, matrix substance for MALDI-MS, >=99.0% (HPLC), powder, light beige
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CAS | 331-39-5 | |
PubChem CID | 689043 | |
ChEMBL ID | CHEMBL145 |
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: | 180.16 | ALogp: | 1.2 |
HBD: | 3 | HBA: | 4 |
Rotatable Bonds: | 2 | Lipinski's rule of five: | Accepted |
Polar Surface Area: | 77.8 | Aromatic Rings: | 1 |
Heavy Atoms: | 13 | QED Weighted: | 0.477 |
Caco-2 Permeability: | -5.22 | MDCK Permeability: | 0.00001100 |
Pgp-inhibitor: | 0 | Pgp-substrate: | 0.024 |
Human Intestinal Absorption (HIA): | 0.009 | 20% Bioavailability (F20%): | 0.009 |
30% Bioavailability (F30%): | 0.454 |
Blood-Brain-Barrier Penetration (BBB): | 0.119 | Plasma Protein Binding (PPB): | 87.70% |
Volume Distribution (VD): | 0.37 | Fu: | 11.07% |
CYP1A2-inhibitor: | 0.048 | CYP1A2-substrate: | 0.069 |
CYP2C19-inhibitor: | 0.036 | CYP2C19-substrate: | 0.046 |
CYP2C9-inhibitor: | 0.27 | CYP2C9-substrate: | 0.231 |
CYP2D6-inhibitor: | 0.014 | CYP2D6-substrate: | 0.164 |
CYP3A4-inhibitor: | 0.043 | CYP3A4-substrate: | 0.038 |
Clearance (CL): | 10.973 | Half-life (T1/2): | 0.93 |
hERG Blockers: | 0.018 | Human Hepatotoxicity (H-HT): | 0.73 |
Drug-inuced Liver Injury (DILI): | 0.365 | AMES Toxicity: | 0.183 |
Rat Oral Acute Toxicity: | 0.833 | Maximum Recommended Daily Dose: | 0.049 |
Skin Sensitization: | 0.942 | Carcinogencity: | 0.233 |
Eye Corrosion: | 0.602 | Eye Irritation: | 0.972 |
Respiratory Toxicity: | 0.422 |
Similar NPs | Similar Drugs | ||||||
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NPs ID | NPs 2D Structure | Similarity Score | TTD ID | Drug 2D Structure | Similarity Score | ||
ENC001101 | ![]() |
0.659 | D0V9EN | ![]() |
1.000 | ||
ENC000002 | ![]() |
0.561 | D08HVR | ![]() |
0.469 | ||
ENC001420 | ![]() |
0.545 | D0I3RO | ![]() |
0.451 | ||
ENC000035 | ![]() |
0.523 | D0BA6T | ![]() |
0.451 | ||
ENC001547 | ![]() |
0.478 | D01ZJK | ![]() |
0.435 | ||
ENC004024 | ![]() |
0.473 | D0P7JZ | ![]() |
0.426 | ||
ENC000127 | ![]() |
0.469 | D07MOX | ![]() |
0.396 | ||
ENC001543 | ![]() |
0.457 | D0C4YC | ![]() |
0.391 | ||
ENC001917 | ![]() |
0.457 | D0U0OT | ![]() |
0.389 | ||
ENC001471 | ![]() |
0.457 | D0T7OW | ![]() |
0.383 |