Natural Product: ENC001091

NPs Basic Information

Download MOL File
Name
Cinnamic acid
Molecular Formula C9H8O2
IUPAC Name*
(E)-3-phenylprop-2-enoic acid
SMILES
C1=CC=C(C=C1)/C=C/C(=O)O
InChI
InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
InChIKey
WBYWAXJHAXSJNI-VOTSOKGWSA-N
Synonyms
CINNAMIC ACID; TRANS-CINNAMIC ACID; 140-10-3; 621-82-9; 3-Phenylacrylic acid; (E)-Cinnamic acid; trans-3-Phenylacrylic acid; E-Cinnamic Acid; Phenylacrylic acid; (E)-3-phenylprop-2-enoic acid; Zimtsaeure; (2E)-3-phenylprop-2-enoic acid; trans-Cinnamate; 3-Phenylpropenoic acid; Cinnamic acid, (E)-; trans-beta-Carboxystyrene; 3-phenylprop-2-enoic acid; 2-Propenoic acid, 3-phenyl-, (2E)-; Cinnamylic acid; (E)-cinnamate; Benzeneacrylic acid; (E)-3-Phenyl-2-propenoic acid; trans-3-Phenyl-2-propenoic acid; 3-Phenyl-2-propenoic acid; (2E)-3-Phenyl-2-propenoic acid; 2-Propenoic acid, 3-phenyl-, (E)-; t-Cinnamic acid; Benzenepropenoic acid; MFCD00004369; beta-Phenylacrylic acid; PHENYLETHYLENECARBOXYLIC ACID; Cinnamic acid(only trans); Benzylideneacetic acid; (2E)-3-phenylacrylic acid; CHEMBL27246; CHEBI:35697; (2E)-2-Phenyl-2-propenoic acid; U14A832J8D; NSC-9189; FEMA No. 2288; NSC-44010; NSC-623441; NCGC00165979-01; DSSTox_CID_2489; DSSTox_RID_76603; DSSTox_GSID_22489; 28934-71-6; CAS-140-10-3; CCRIS 3190; .beta.-Phenylacrylic acid; EINECS 205-398-1; NSC 44010; (E)-3-Phenylacrylic acid; BRN 1905952; UNII-U14A832J8D; AI3-23709; trans-Zimtsaeure; trans cinnamic acid; 5-Thiazolamine?HCl; b-Phenylacrylic acid; Cinnamic acid, E-; Cinnamic Acid Natural; CINNAMIC ACIDUM; trans-b-Carboxystyrene; Cinnamicacid(onlytrans); PhCH=CHCO2H; trans-3-Phenylacrylate; (E)-3-Phenylacrylate; E-3-phenylpropenoic acid; Trans-Cinnamic Acid,(S); bmse000124; CINNAMIC ACID [MI]; SCHEMBL1332; trans-.beta.-Carboxystyrene; trans-Cinnamic acid, 97%; trans-Cinnamic acid, 99%; WLN: QV1U1R; (E)-3-phenyl-acrylic acid; 3-phenyl-2E-propenoic acid; CINNAMIC ACID [FCC]; Zimtsaeure | trans-Cinnamate; (E)-3-phenylprop-2-enoate; CINNAMIC ACID [FHFI]; CINNAMIC ACID [INCI]; trans-3-Phenyl-2-propenoate; 4-09-00-02002 (Beilstein Handbook Reference); BIDD:ER0586; CINNAMIC ACID [MART.]; tert-.beta.-Phenylacrylic acid; trans-Cinnamic acid, >=99%; (2E)-2-Phenyl-2-propenoate; (2E)-3-Phenyl-2-propenoate; GTPL3203; CINNAMIC ACID [USP-RS]; CINNAMIC ACID [WHO-DD]; DTXSID5022489; BDBM16430; CHEBI:27386; HY-N0610A; NSC9189; NSC44010; STR00363; trans-Cinnamic acid, >=99%, FG; Tox21_112279; Tox21_302137; BBL036895; NSC623441; s3677; STK286093; ZINC16051516; AKOS000118871; CCG-214473; CS-W020005; trans-Cinnamic acid, analytical standard; NCGC00165979-04; NCGC00165979-06; NCGC00255114-01; AC-34658; AS-75479; BP-20203; DB-003797; EN300-19599; trans-Cinnamic acid, purum, >=99.0% (T); A14569; C00423; D70605; EN300-306004; AB00374254-03; trans-cinnamic acid (trans-3-phenylacrylic acid); trans-Cinnamic Acid [Matrix for MALDI-TOF/MS]; A833631; Q164785; SR-05000002380; trans-Cinnamic acid, natural, >=99%, FCC, FG; Q-100150; SR-05000002380-1; W-105037; F2191-0134; trans-Cinnamic Acid Zone Refined (number of passes:40); trans-Cinnamic acid; Phenylacrylic acid;Cinnamylic acid; Z104474406; 1BE36587-A165-4142-9340-18FFE3E03426; CINNAMIC ACID (CONSTITUENT OF CINNAMOMUM VERUM BARK) [DSC]; Cinnamic acid, United States Pharmacopeia (USP) Reference Standard; TRANS-CINNAMIC ACID (CONSTITUENT OF CINNAMOMUM CASSIA BARK) [DSC]
CAS 140-10-3
PubChem CID 444539
ChEMBL ID CHEMBL27246
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Cinnamic acids and deriva
        • Subclass: Cinnamic acids
          • Direct Parent: Cinnamic 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: 148.16 ALogp: 2.1
HBD: 1 HBA: 2
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 37.3 Aromatic Rings: 1
Heavy Atoms: 11 QED Weighted: 0.654

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.657 MDCK Permeability: 0.00001430
Pgp-inhibitor: 0 Pgp-substrate: 0.004
Human Intestinal Absorption (HIA): 0.016 20% Bioavailability (F20%): 0.015
30% Bioavailability (F30%): 0.499

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.333 Plasma Protein Binding (PPB): 79.66%
Volume Distribution (VD): 0.246 Fu: 9.46%

ADMET: Metabolism

CYP1A2-inhibitor: 0.172 CYP1A2-substrate: 0.069
CYP2C19-inhibitor: 0.04 CYP2C19-substrate: 0.055
CYP2C9-inhibitor: 0.091 CYP2C9-substrate: 0.754
CYP2D6-inhibitor: 0.048 CYP2D6-substrate: 0.198
CYP3A4-inhibitor: 0.013 CYP3A4-substrate: 0.071

ADMET: Excretion

Clearance (CL): 2.795 Half-life (T1/2): 0.855

ADMET: Toxicity

hERG Blockers: 0.01 Human Hepatotoxicity (H-HT): 0.757
Drug-inuced Liver Injury (DILI): 0.921 AMES Toxicity: 0.019
Rat Oral Acute Toxicity: 0.018 Maximum Recommended Daily Dose: 0.011
Skin Sensitization: 0.929 Carcinogencity: 0.091
Eye Corrosion: 0.932 Eye Irritation: 0.995
Respiratory Toxicity: 0.241
*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
ENC001443 0.622 D01ZJK 1.000
ENC001615 0.579 D0X9RY 0.436
ENC000023 0.579 D0V9EN 0.435
ENC001547 0.561 D0R1CR 0.422
ENC001616 0.545 D0C7AA 0.404
ENC000012 0.543 D05OIS 0.385
ENC001420 0.524 D07HBX 0.381
ENC000013 0.514 D0L1WV 0.379
ENC001736 0.512 D03KOZ 0.369
ENC001428 0.509 D0P2GK 0.347
*Note: the compound similarity was calculated by RDKIT.