Natural Product: ENC000879

NPs Basic Information

Download MOL File
Name
Tiglic acid
Molecular Formula C5H8O2
IUPAC Name*
(E)-2-methylbut-2-enoic acid
SMILES
C/C=C(\C)/C(=O)O
InChI
InChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3+
InChIKey
UIERETOOQGIECD-ONEGZZNKSA-N
Synonyms
TIGLIC ACID; 80-59-1; Tiglinic acid; Cevadic acid; 2-methylbut-2-enoic acid; trans-2,3-Dimethylacrylic acid; (E)-2-Methylbut-2-enoic acid; 2-Methyl-2-butenoic acid; trans-2-Methylcrotonic acid; trans-2-Methyl-2-butenoic acid; (E)-2,3-Dimethylacrylic acid; (E)-2-Methylcrotonic acid; (E)-2-Methyl-2-butenoic acid; 2-Butenoic acid, 2-methyl-, (2E)-; Crotonic acid, 2-methyl-, (E)-; tiglate; alpha-Methylcrotonic acid; 2-Butenoic acid, 2-methyl-, (E)-; (2E)-2-methylbut-2-enoic acid; 2,3-Dimethylacrylic acid, (E)-; 2-Methylcrotonic acid; trans-alpha,beta-Dimethylacrylic acid; FEMA No. 3599; 13201-46-2; NSC 44235; (E)-2-methyl-Crotonic acid; 2,3-Dimethylacrylic acid; 2-methyl-2E-butenoic acid; Tiglicacid; trans-.alpha.,.beta.-Dimethylacrylic acid; CHEBI:9592; 2-methyl-(E)-2-butenoic acid; alpha,beta-dimethyl acrylic acid; NSC8999; I5792N03HC; NSC-8999; NSC44235; NSC-44235; sabadillic acid; methyl methacrylic acid; alpha-Methylcrotonic acid, (E)-; 2-Methyl-2-butenoic acid, (E)-; EINECS 201-295-0; MFCD00066864; BRN 1236500; Tiglinsaeure; Cevadate; Tiglinate; epsilon-Tiglate; UNII-I5792N03HC; AI3-36118; E-Tiglate; Methylbutenoicacid; E-Tiglic acid; HSDB 7614; (2E)-2-Methyl-2-butenoic acid; (E)-tiglic acid; 2-methyl-Crotonate; epsilon-Tiglic acid; EINECS 236-167-3; methyl crotonic acid; methylmethacrylic acid; 2,3-Dimethylacrylate; 2-methyl-2-butenoate; Tiglic acid, (E)-; 2-Methylbut-2-enoate; 2-methyl-Crotonic acid; trans-2-Methylcrotonate; (E)-2-Methylcrotonate; 2-methylbut-2-enoicacid; (E)-2-methyl-Crotonate; alpha-methyl-crotonic acid; TIGLIC ACID [MI]; bmse000727; TIGLIC ACID [HSDB]; trans-2,3-Dimethylacrylate; (E)-2,3-Dimethylacrylate; 2-Butenoic acid,2-methyl-; 2-methyl-(E)-2-butenoate; trans-2-Methyl-2-butenoate; (E)-2-methyl-2-Butenoate; SCHEMBL15042; 4-02-00-01552 (Beilstein Handbook Reference); CHEMBL52416; (2E)-2-Methyl-2-butenoate; GTPL6499; trans-Crotonic acid, 2-methyl-; CHEBI:36432; trans-alpha,beta-Dimethylacrylate; DTXSID80883257; E)-2-METHYLCROTONIC ACID; trans-2-methyl-but-2-enoic acid; ZINC897443; BCP18945; (2E)-2-Methyl-2-butenoic acid #; LMFA01020030; s3789; AKOS003375681; CCG-266028; CS-W013715; HY-W012999; trans-2,3-Dimethylacrylic acid, 98%; (E)-.ALPHA.-METHYLCROTONIC ACID; LS-13047; 2-METHYLBUT-2-ENOIC ACID, (E)-; METHYL-2-BUTENOIC ACID, TRANS-2-; CS-0356606; T0246; EN300-83150; C08279; EN300-370249; TRANS-2-METHYL-2-BUTENOIC ACID [FHFI]; trans-2-Methyl-2-butenoic acid, >=99%, FG; A839954; Q425475; Q27116830; F0001-2086; trans-2-Methylcrotonic acid = trans-2-Methyl-2-butenoate; trans-2-Methylcrotonic acid = trans-2-Methyl-2-butenoic acid; trans-2-Methylcrotonic acid = trans-2-Methyl-2-butenoic acid = Tiglinate; alpha,beta-dimethyl acrylic acid; 2-Methyl-2-butenoic acid; (E)-2-methyl-Crotonic acid; trans-2-Methylcrotonic acid = trans-2-Methyl-2-butenoic acid = Tiglinic acid
CAS 80-59-1
PubChem CID 125468
ChEMBL ID CHEMBL52416
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Fatty Acyls
        • Subclass: Fatty acids and conjugate
          • Direct Parent: Methyl-branched fatty aci

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: 100.12 ALogp: 1.0
HBD: 1 HBA: 2
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 37.3 Aromatic Rings: 0
Heavy Atoms: 7 QED Weighted: 0.507

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.588 MDCK Permeability: 0.00002670
Pgp-inhibitor: 0 Pgp-substrate: 0.003
Human Intestinal Absorption (HIA): 0.009 20% Bioavailability (F20%): 0.003
30% Bioavailability (F30%): 0.04

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.544 Plasma Protein Binding (PPB): 33.31%
Volume Distribution (VD): 0.317 Fu: 67.87%

ADMET: Metabolism

CYP1A2-inhibitor: 0.046 CYP1A2-substrate: 0.471
CYP2C19-inhibitor: 0.051 CYP2C19-substrate: 0.072
CYP2C9-inhibitor: 0.054 CYP2C9-substrate: 0.317
CYP2D6-inhibitor: 0.028 CYP2D6-substrate: 0.187
CYP3A4-inhibitor: 0.012 CYP3A4-substrate: 0.074

ADMET: Excretion

Clearance (CL): 5.154 Half-life (T1/2): 0.897

ADMET: Toxicity

hERG Blockers: 0.013 Human Hepatotoxicity (H-HT): 0.271
Drug-inuced Liver Injury (DILI): 0.185 AMES Toxicity: 0.01
Rat Oral Acute Toxicity: 0.41 Maximum Recommended Daily Dose: 0.015
Skin Sensitization: 0.503 Carcinogencity: 0.126
Eye Corrosion: 0.968 Eye Irritation: 0.996
Respiratory Toxicity: 0.046
*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
ENC001585 0.481 D0G4JI 0.429
ENC000061 0.429 D04CRL 0.389
ENC001556 0.429 D0R9BG 0.273
ENC000009 0.389 D0Z4NI 0.259
ENC001629 0.333 D0F1GS 0.259
ENC001727 0.323 D09PUL 0.250
ENC000313 0.308 D08QGD 0.240
ENC000149 0.304 D0Z4UY 0.238
ENC000010 0.304 D0C1PY 0.238
ENC000001 0.300 D02FLB 0.238
*Note: the compound similarity was calculated by RDKIT.