NPs Basic Information

Name
4-Hydroxycinnamic acid
Molecular Formula C9H8O3
IUPAC Name*
(E)-3-(4-hydroxyphenyl)prop-2-enoic acid
SMILES
C1=CC(=CC=C1/C=C/C(=O)O)O
InChI
InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+
InChIKey
NGSWKAQJJWESNS-ZZXKWVIFSA-N
Synonyms
4-Hydroxycinnamic acid; p-coumaric acid; 501-98-4; p-Hydroxycinnamic acid; 4-Coumaric acid; trans-4-Hydroxycinnamic acid; 7400-08-0; trans-p-Coumaric acid; p-Cumaric acid; 3-(4-hydroxyphenyl)acrylic acid; Para-Coumaric acid; Hydroxycinnamic acid; Naringeninic acid; p-Hydroxy-cinnamic acid; (E)-p-Coumaric acid; (E)-3-(4-Hydroxyphenyl)acrylic acid; trans-4-coumaric acid; trans-p-Coumarinic acid; 4'-hydroxycinnamic acid; 2-propenoic acid, 3-(4-hydroxyphenyl)-, (2E)-; p-Hydroxyphenylacrylic acid; Cinnamic acid, p-hydroxy-; (E)-p-Hydroxycinnamic acid; trans-p-Hydroxycinnamic acid; 3-(4-Hydroxyphenyl)-2-propenoic acid; (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid; (E)-3-(4-hydroxyphenyl)prop-2-enoic acid; 4-coumarate; trans-p-Hydroxycinnamate; 2-Propenoic acid, 3-(4-hydroxyphenyl)-; 4-Hydroxycinnamate; Cinnamic acid, p-hydroxy-, (E)-; (E)-3-(4-Hydroxyphenyl)-2-propenoic acid; 3-(4-hydroxyphenyl)prop-2-enoic acid; trans-4-hydroxycinnamate; (2E)-3-(4-hydroxyphenyl)acrylic acid; beta-(4-Hydroxyphenyl)acrylic acid; Para coumaric acid; (E)-4-hydroxycinnamic acid; NSC 59260; 4-Hydroxycinamic acid; IBS9D1EU3J; 2-Propenoic acid, 3-(4-hydroxyphenyl)-, (E)-; 4-hydroxy cinnamic acid; CHEMBL66879; CHEBI:32374; beta-[4-Hydroxyphenyl]acrylic acid; NSC-59260; NSC674321; NSC-674321; 50940-26-6; trans-p-coumarate; 3-(4-hydroxyphenyl)acrylate; MFCD00004399; .beta.-[4-Hydroxyphenyl]acrylic acid; parahydroxycinnamic acid; (E)-3-[4-hydroxyphenyl]-2-propenoic acid; 4-Hydroxycinnamicacid; trans-p-Cumaric Acid; .BETA.-(4-HYDROXYPHENYL)ACRYLIC ACID; 2-Propenoic acid, 3-(4-hydroxyphenyl)-, (Z)-; EINECS 231-000-0; UNII-IBS9D1EU3J; NSC 674321; CHEBI:36090; BRN 2207381; BRN 2207383; hydroxycinnamate; Para coumarate; p-coumaric-acid; Para-Coumarate; p-Cumarate; naringeninic-acid; p-Hydroxycinnamate; 4qem; Coumaric acid, p-; 4'-Hydroxycinnamate; 4-Hydroxy cinnamate; p-Coumaric acid,trans; ORISTAR PCA; p-Coumaric acid 98%; 4f8j; p-Coumaric acid, trans; 4-Hydroxyphenylpropenoate; (2E)-3-(4-Hydroxyphenyl)-2-propenoic acid; bmse000150; bmse000591; bmse010208; trans-4-HydroxycinnamicAcid; b-[4-Hydroxyphenyl]acrylate; SCHEMBL39106; p-hydroxycinnamic acid (M4); 0-10-00-00297 (Beilstein Handbook Reference); 4-10-00-01005 (Beilstein Handbook Reference); MLS001066419; p-Hydroxycinnamic acid, trans; P-COUMARIC ACID [MI]; beta-[4-Hydroxyphenyl]acrylate; BDBM4374; GTPL5787; PARA HYDROXYCINNAMIC ACID; SODIUM2,4-PENTANEDIONATE; b-[4-Hydroxyphenyl]acrylic acid; trans-p-HydroxyzimtsA currencyure; ZINC39811; DTXSID30901076; P-COUMARIC ACID [WHO-DD]; HMS1409E10; 3-(4-Hydroxyphenyl)-2-propenoate; HYDROXYCINNAMIC ACID [INCI]; BCP22803; HY-N2391; NSC59260; STR06515; 4-HYDROXYPHENYLPROPENOIC ACID; Cinnamic acid, 4-hydroxy-, trans-; AC7957; BBL012226; CK2547; s4759; s9564; STL163567; AKOS000120685; p-Coumaric acid;p-Hydroxycinnamic acid; BCP9001042; CCG-266309; CS-W020394; DB04066; p-Coumaric acid, >=98.0% (HPLC); (E)-3-(4-hydroxyphenyl)prop-2-enoate; NCGC00246974-01; AC-10318; AC-34130; AC-34133; AS-12000; BP-13278; SMR000112201; (E)-3-(4-hydroxyphenyl)prop-2-enoicacid; trans-p-Coumaric acid, analytical standard; AM20050138; EN300-17292; A14559; A19490; C00811; Q99374; (2E)-3-(4-Hydroxyphenyl)-2-propenoic acid #; 400H080; A828008; AE-562/40414679; trans-p-Coumaric acid 1000 microg/mL in Acetone; Q-100560; W-104438; Z56911963; 0C1BFF2D-2CF7-4FC1-9F76-3268C2C7F783; F2191-0188; p-Coumaric acid, primary pharmaceutical reference standard; p-coumaric acid methyl ester geometric isomer (tentative, MSe); (E)-3-(4-hydroxyphenyl)prop-2-enoate;Trans-4-Hydroxycinnamic Acid
CAS 501-98-4
PubChem CID 637542
ChEMBL ID CHEMBL66879
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Cinnamic acids and deriva
        • Subclass: Hydroxycinnamic acids and
          • Direct Parent: Hydroxycinnamic acids

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: 164.16 ALogp: 1.5
HBD: 2 HBA: 3
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 57.5 Aromatic Rings: 1
Heavy Atoms: 12 QED Weighted: 0.657

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.961 MDCK Permeability: 0.00001320
Pgp-inhibitor: 0 Pgp-substrate: 0.017
Human Intestinal Absorption (HIA): 0.009 20% Bioavailability (F20%): 0.004
30% Bioavailability (F30%): 0.194

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.29 Plasma Protein Binding (PPB): 85.36%
Volume Distribution (VD): 0.293 Fu: 13.73%

ADMET: Metabolism

CYP1A2-inhibitor: 0.061 CYP1A2-substrate: 0.067
CYP2C19-inhibitor: 0.046 CYP2C19-substrate: 0.052
CYP2C9-inhibitor: 0.232 CYP2C9-substrate: 0.566
CYP2D6-inhibitor: 0.019 CYP2D6-substrate: 0.169
CYP3A4-inhibitor: 0.031 CYP3A4-substrate: 0.08

ADMET: Excretion

Clearance (CL): 6.299 Half-life (T1/2): 0.919

ADMET: Toxicity

hERG Blockers: 0.025 Human Hepatotoxicity (H-HT): 0.673
Drug-inuced Liver Injury (DILI): 0.2 AMES Toxicity: 0.045
Rat Oral Acute Toxicity: 0.796 Maximum Recommended Daily Dose: 0.031
Skin Sensitization: 0.941 Carcinogencity: 0.151
Eye Corrosion: 0.672 Eye Irritation: 0.988
Respiratory Toxicity: 0.512
*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
ENC001441 0.643 D0V9EN 0.545
ENC000005 0.568 D01ZJK 0.524
ENC001854 0.558 D0C7AA 0.491
ENC001440 0.545 D03UOT 0.447
ENC000007 0.538 D01CRB 0.447
ENC001091 0.524 D0U5QK 0.432
ENC001101 0.511 D0B3QM 0.429
ENC001547 0.500 D02WAB 0.373
ENC000006 0.500 D07HBX 0.333
ENC001676 0.500 D0W1RY 0.333
*Note: the compound similarity was calculated by RDKIT.