Natural Product: ENC000075

NPs Basic Information

Download MOL File
Name
Azelaic Acid
Molecular Formula C9H16O4
IUPAC Name*
nonanedioic acid
SMILES
C(CCCC(=O)O)CCCC(=O)O
InChI
InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)
InChIKey
BDJRBEYXGGNYIS-UHFFFAOYSA-N
Synonyms
azelaic acid; NONANEDIOIC ACID; 123-99-9; Finacea; Anchoic acid; Azelex; Lepargylic acid; 1,7-Heptanedicarboxylic acid; Skinoren; 1,9-Nonanedioic acid; Heptanedicarboxylic acid; n-Nonanedioic acid; Emerox 1110; Emerox 1144; azelate; acide azelaique; Finevin; Azelainic acid; acidum azelaicum; Skinorem; 1,7-Dicarboxyheptane; Azelaic acid, technical grade; Emery's L-110; ZK 62498; ZK-62498; 26776-28-3; NSC 19493; CHEBI:48131; NSC-19493; Water-soluble azelaic acid; F2VW3D43YT; MLS000069659; azelaate; NSC19493; MFCD00004432; NCGC00014993-07; SMR000059164; Acido azelaico; Azalaic Acid; DSSTox_CID_1640; Acide azelaique [French]; Acido azelaico [Spanish]; Acidum azelaicum [Latin]; DSSTox_RID_76254; DSSTox_GSID_21640; heptane-1,7-dicarboxylic acid; Azelaic acid [USAN:INN]; Azelaic; CAS-123-99-9; Finacea (TN); Azelex (TN); SR-01000075671; EINECS 204-669-1; UNII-F2VW3D43YT; Azelaic acid (USAN/INN); BRN 1101094; Azelaicacidtech; Azelainsaeure; Lepargylate; Nonandisaeure; Anchoate; azelaic-acid; n-Nonanedioate; AI3-06299; HSDB 7659; 1tuf; 1,9-Nonanedioate; SH-441; AGN-191861; Azelaic acid, 98%; Spectrum_000057; Water-solubleazelaicacid; Opera_ID_740; 1,7-Heptanedicarboxylate; Spectrum2_000995; Spectrum3_000278; Spectrum4_000401; Spectrum5_001304; AZELAIC ACID [MI]; Epitope ID:187039; A-9800; EC 204-669-1; AZELAIC ACID [INN]; Lopac-246379; SCHEMBL3887; AZELAIC ACID [HSDB]; AZELAIC ACID [INCI]; AZELAIC ACID [USAN]; CHEMBL1238; Lopac0_000051; AZELAIC ACID [VANDF]; BSPBio_001756; KBioGR_000662; KBioSS_000437; Nonanedioic acid Azelaic acid; 4-02-00-02055 (Beilstein Handbook Reference); MLS001148615; AZELAIC ACID [MART.]; BIDD:GT0315; DivK1c_000532; SPECTRUM1500648; SPBio_001089; AZELAIC ACID [WHO-DD]; GTPL7484; DTXSID8021640; HMS501K14; KBio1_000532; KBio2_000437; KBio2_003005; KBio2_005573; KBio3_001256; Azelaic acid, analytical standard; NINDS_000532; HMS1921O11; HMS2092E22; HMS2234D10; HMS3260K03; HMS3372J07; Pharmakon1600-01500648; AZELAIC ACID [ORANGE BOOK]; BCP18690; HY-B0704; ZINC1531036; Tox21_110063; Tox21_201989; Tox21_303011; Tox21_500051; Azelaic acid, technical grade, 80%; CCG-40081; LMFA01170054; NSC757406; s4550; STL059432; AKOS000120052; Tox21_110063_1; Azelaic acid, technical, ~85% (GC); Azelaic acid, Vetec(TM) reagent grade; DB00548; KS-5293; LP00051; NSC-757406; SDCCGMLS-0066619.P001; SDCCGMLS-0066619.P033; SDCCGSBI-0050040.P004; IDI1_000532; MLS-0066619; NCGC00014993-01; NCGC00014993-02; NCGC00014993-03; NCGC00014993-04; NCGC00014993-05; NCGC00014993-06; NCGC00014993-08; NCGC00014993-09; NCGC00014993-10; NCGC00014993-12; NCGC00014993-15; NCGC00093565-01; NCGC00093565-02; NCGC00093565-03; NCGC00093565-04; NCGC00093565-05; NCGC00093565-06; NCGC00093565-07; NCGC00256508-01; NCGC00259538-01; NCGC00260736-01; BP-27863; MLS-0066619.P021; SBI-0050040.P003; A0561; Dicarboxylic acid C9; Nonanedioic acid; AZA; EU-0100051; FT-0626920; EN300-18040; C08261; D03034; D70171; AB00052140_12; Q413504; SR-01000075671-1; SR-01000075671-4; SR-01000075671-6; 0C50D8EC-0DB0-4F24-8EFC-2919E1F0D9BF; Z57127532; F8889-5093
CAS 123-99-9
PubChem CID 2266
ChEMBL ID CHEMBL1238
*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: Medium-chain fatty 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: 188.22 ALogp: 1.6
HBD: 2 HBA: 4
Rotatable Bonds: 8 Lipinski's rule of five: Accepted
Polar Surface Area: 74.6 Aromatic Rings: 0
Heavy Atoms: 13 QED Weighted: 0.574

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.745 MDCK Permeability: 0.00008720
Pgp-inhibitor: 0.001 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.068 20% Bioavailability (F20%): 0.056
30% Bioavailability (F30%): 0.98

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.043 Plasma Protein Binding (PPB): 83.89%
Volume Distribution (VD): 0.26 Fu: 15.20%

ADMET: Metabolism

CYP1A2-inhibitor: 0.017 CYP1A2-substrate: 0.073
CYP2C19-inhibitor: 0.023 CYP2C19-substrate: 0.052
CYP2C9-inhibitor: 0.009 CYP2C9-substrate: 0.972
CYP2D6-inhibitor: 0.014 CYP2D6-substrate: 0.106
CYP3A4-inhibitor: 0.006 CYP3A4-substrate: 0.006

ADMET: Excretion

Clearance (CL): 1.727 Half-life (T1/2): 0.85

ADMET: Toxicity

hERG Blockers: 0.005 Human Hepatotoxicity (H-HT): 0.073
Drug-inuced Liver Injury (DILI): 0.048 AMES Toxicity: 0.008
Rat Oral Acute Toxicity: 0.008 Maximum Recommended Daily Dose: 0.018
Skin Sensitization: 0.13 Carcinogencity: 0.137
Eye Corrosion: 0.987 Eye Irritation: 0.983
Respiratory Toxicity: 0.04
*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
ENC001325 0.688 D0E4WR 1.000
ENC000263 0.625 D0Z5BC 0.543
ENC000647 0.581 D06VNK 0.486
ENC000088 0.581 D0FD0H 0.475
ENC000691 0.565 D0XN8C 0.382
ENC001913 0.554 D0EP8X 0.359
ENC000030 0.550 D09SRR 0.358
ENC000270 0.543 D0Y7ZD 0.349
ENC000593 0.543 D0E7PQ 0.348
ENC000516 0.521 D0O1PH 0.347
*Note: the compound similarity was calculated by RDKIT.