Natural Product: ENC000043

NPs Basic Information

Download MOL File
Name
Indole-3-acetic acid
Molecular Formula C10H9NO2
IUPAC Name*
2-(1H-indol-3-yl)acetic acid
SMILES
C1=CC=C2C(=C1)C(=CN2)CC(=O)O
InChI
InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
InChIKey
SEOVTRFCIGRIMH-UHFFFAOYSA-N
Synonyms
indole-3-acetic acid; 87-51-4; 3-Indoleacetic acid; indoleacetic acid; Heteroauxin; 1H-Indole-3-acetic acid; 2-(1H-Indol-3-yl)acetic acid; 1H-indol-3-ylacetic acid; Rhizopin; Indol-3-ylacetic acid; 3-Indolylacetic acid; 3-Iaa; Rhizopon A; 3-(Carboxymethyl)indole; auxin; Hexteroauxin; beta-Indoleacetic acid; indoleacetate; Acetic acid, indolyl-; IAA; Heteroauxinhexteroauxiniaa; Indolylacetic acid; beta-Indolylacetic acid; Indolyl-3-acetic acid; indole-3-acetate; indole acetic acid; omega-Skatole carboxylic acid; Kyselina 3-indolyloctova; (1H-Indol-3-yl)-acetic acid; Indoleacetic acid (VAN); 3-indole acetic acid; (indol-3-yl)acetate; CCRIS 1014; EPA Pesticide Chemical Code 128915; Kyselina 3-indolyloctova [Czech]; (indol-3-yl)acetic acid; AI3-24131; 2-(3-Indolyl)acetic acid; NSC 3787; (1H-Indol-3-yl)acetic acid; 2-(indol-3-yl)ethanoic acid; 3-Indolylessigsaeure; .alpha.-IAA; .beta.-IAA; Indole 3-acetic acid; 3-Indole-Acetic acid; .beta.-Indoleacetic acid; MFCD00005636; .beta.-Indolylacetic acid; .beta.-Indole-3-acetic acid; CHEMBL82411; .omega.-Skatole carboxylic acid; CHEBI:16411; .alpha.-Indol-3-yl-acetic acid; NSC3787; 6U1S09C61L; NSC-3787; 3-indoleacetate; DSSTox_CID_738; DSSTox_RID_75762; DSSTox_GSID_20738; 1H-Indole-3-acetate; (1H-indol-3-yl)acetate; CAS-87-51-4; IES; SMR000471855; EINECS 201-748-2; Indolylacetate; b-Indoleacetate; UNII-6U1S09C61L; b-Indolylacetate; 3-Indolylacetate; alpha-IAA; beta-Indoleacetate; beta-IAA; 1H-Indole-3-acetic acid (9CI); beta-Indolylacetate; Indol-3-ylacetate; Indolyl-3-acetate; Skatole carboxylate; b-Indoleacetic acid; IAC; b-Indolylacetic acid; Indole-3acetic acid; indol-3-acetic acid; indole-3-acetic aicd; 3-indolyl acetic acid; 3-indolyl-acetic acid; Skatole carboxylic acid; Acid, 6; 2-(3-Indolyl)acetate; Indole-3-acetic-t acid; 1H-indol-3-acetic acid; Maybridge1_006755; 1H-Indole 3-acetic acid; beta-Indole-3-acetic acid; bmse000177; (1H-Indol-3-yl)-acetate; 3-Indoleacetic acid, 98%; 3-Indoleacetic acid, 99%; Oprea1_602123; SCHEMBL26344; MLS001066408; MLS001331664; MLS001332399; MLS001332400; 3-Indolylmethylcarboxylic acid; alpha-Indol-3-yl-acetic acid; Indole-3-acetic acid (8CI); INDOLEACETIC ACID [MI]; WLN: T56 BMJ D1VQ; [3H]-IAA; DTXSID5020738; HMS560L01; ZINC83860; AMY2736; INDOLE ACETIC ACID [INCI]; 2-(1H-indol-3-yl)-acetic acid; HMS2269G24; HMS3604M04; ACT03586; ALBB-006264; BCP26623; Tox21_202284; Tox21_302731; BBL009348; BDBM50201883; CCG-51070; s4799; STK397461; AKOS000119890; 1H-Indole-3-acetic-a-t acid (9CI); AC-2974; CG-0522; CS-6287; DB07950; SDCCGMLS-0066204.P001; 3-Indoleacetic acid, >=98.0% (T); NCGC00247039-01; NCGC00247039-02; NCGC00256391-01; NCGC00259833-01; HY-18569; SY003464; DB-011566; BB 0242380; EU-0099905; FT-0627215; FT-0695803; I0022; 3-Indoleacetic acid, technical, >=95% (T); EN300-17303; 87I514; C00954; I-1000; I-1040; Q411208; SR-01000596909; 2-(1H-indol-3-yl)acetic acid;Indole-3-acetic acid; 3-Indoleacetic acid, SAJ special grade, >=98.5%; SR-01000596909-1; SR-01000596909-2; 3-Indolyl acetic acid 100 microg/mL in Acetonitrile; Z56913182; 2-(3-Indolyl)acetic acid 3-(Carboxymethyl)-1H-indole; 3-Indoleacetic acid, PESTANAL(R), analytical standard; F0722-8837; 0A0524AE-D755-4E91-A73A-2AD867FE676A; 3-Indoleacetic acid, plant cell culture tested, crystalline
CAS 87-51-4
PubChem CID 802
ChEMBL ID CHEMBL82411
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Indoles and derivatives
        • Subclass: Indolyl carboxylic acids
          • Direct Parent: Indole-3-acetic acid deri

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: 175.18 ALogp: 1.4
HBD: 2 HBA: 2
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 53.1 Aromatic Rings: 2
Heavy Atoms: 13 QED Weighted: 0.736

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.501 MDCK Permeability: 0.00001460
Pgp-inhibitor: 0 Pgp-substrate: 0.003
Human Intestinal Absorption (HIA): 0.01 20% Bioavailability (F20%): 0.005
30% Bioavailability (F30%): 0.008

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.324 Plasma Protein Binding (PPB): 79.15%
Volume Distribution (VD): 0.251 Fu: 12.50%

ADMET: Metabolism

CYP1A2-inhibitor: 0.156 CYP1A2-substrate: 0.156
CYP2C19-inhibitor: 0.068 CYP2C19-substrate: 0.088
CYP2C9-inhibitor: 0.05 CYP2C9-substrate: 0.967
CYP2D6-inhibitor: 0.036 CYP2D6-substrate: 0.536
CYP3A4-inhibitor: 0.016 CYP3A4-substrate: 0.119

ADMET: Excretion

Clearance (CL): 7.532 Half-life (T1/2): 0.92

ADMET: Toxicity

hERG Blockers: 0.022 Human Hepatotoxicity (H-HT): 0.198
Drug-inuced Liver Injury (DILI): 0.951 AMES Toxicity: 0.044
Rat Oral Acute Toxicity: 0.668 Maximum Recommended Daily Dose: 0.029
Skin Sensitization: 0.5 Carcinogencity: 0.134
Eye Corrosion: 0.099 Eye Irritation: 0.921
Respiratory Toxicity: 0.281
*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
ENC004706 0.681 D05EJG 0.681
ENC000140 0.681 D0TG1H 0.385
ENC005757 0.651 D0Y7EM 0.383
ENC000042 0.636 D07HBX 0.362
ENC000363 0.636 D0K0KH 0.361
ENC006094 0.611 D0AN7B 0.349
ENC000999 0.609 D0R1CR 0.346
ENC000694 0.600 D01ZJK 0.333
ENC005018 0.600 D00YLW 0.321
ENC005609 0.600 D0X9RY 0.319
*Note: the compound similarity was calculated by RDKIT.