Natural Product: ENC000292

NPs Basic Information

Download MOL File
Name
Maltol
Molecular Formula C6H6O3
IUPAC Name*
3-hydroxy-2-methylpyran-4-one
SMILES
CC1=C(C(=O)C=CO1)O
InChI
InChI=1S/C6H6O3/c1-4-6(8)5(7)2-3-9-4/h2-3,8H,1H3
InChIKey
XPCTZQVDEJYUGT-UHFFFAOYSA-N
Synonyms
MALTOL; 118-71-8; 3-Hydroxy-2-methyl-4-pyrone; 3-Hydroxy-2-methyl-4H-pyran-4-one; Larixinic acid; Palatone; Talmon; Larixic acid; Vetol; Veltol; Corps praline; 3-hydroxy-2-methylpyran-4-one; 4H-Pyran-4-one, 3-hydroxy-2-methyl-; 2-Methyl pyromeconic acid; 2-Methylpyromeconic acid; 2-Methyl-3-hydroxy-4-pyrone; 2-Methyl-3-hydroxypyrone; Maltol (natural); 3-Hydroxy-2-methyl-gamma-pyrone; 2-Methyl-3-oxy-gamma-pyrone; FEMA No. 2656; 3-Hydroxy-2-methylpyrone; 3-Hydroxy-2-methyl-pyran-4-one; MFCD00006578; NSC 2829; 2-methyl-3-hydroxy-4-pyranone; 3-Hydroxy-2-methyl-4-pyranone; CHEBI:69438; NSC2829; 3-Hydroxy-2-methyl-1,4-pyrone; Ins no.636; NSC-2829; 3-Hydroxy-2-methyl-.gamma.-pyrone; NSC-404458; Ins-636; MLS000069412; 3A9RD92BS4; 5-Hydroxy-6-methyl-4H-pyran-4-one; Maltol (3-Hydroxy-2-methyl-4-pyrone); E636; SMR000059093; E-636; DSSTox_CID_5523; DSSTox_RID_77818; DSSTox_GSID_25523; WLN: T6O DVJ B1 CQ; CAS-118-71-8; Maltol [NF]; CCRIS 3467; EINECS 204-271-8; BRN 0112169; UNII-3A9RD92BS4; Methylmaltol; methyl maltol; Laricinic acid; AI3-18547; NATURAL MALTOL; Spectrum_001419; Opera_ID_338; SpecPlus_000443; MALTOL [FHFI]; MALTOL [INCI]; MALTOL [FCC]; MALTOL [USP-RS]; Spectrum2_001795; Spectrum3_001351; Spectrum4_001871; Spectrum5_000462; MALTOL [II]; MALTOL [MI]; MALTOL [MART.]; bmse000538; Maltol, analytical standard; SCHEMBL4815; 3-Hydroxy-2-pyran-4-one; BSPBio_003161; KBioGR_002365; KBioSS_001899; SPECTRUM310025; 5-18-01-00114 (Beilstein Handbook Reference); MLS001424145; MLS002415738; 3-Hydroxy-2-methyl-g-pyrone; CHEMBL31422; DivK1c_006539; 3-hydroxy-2-methylpyr-4-one; SPBio_001749; QSPL 180; DTXSID0025523; 2-Methyl-3-oxy-.gamma.-pyrone; 3-hydroxy-2-methyl-4-oxopyrane; 3-hydroxyl-2-methyl-4-pyranone; FEMA 2656; HSDB 8320; KBio1_001483; KBio2_001899; KBio2_004467; KBio2_007035; KBio3_002381; XPCTZQVDEJYUGT-UHFFFAOYSA-; 3-hydroxy-2-methyl-gamma -pyrone; HMS2052K09; HMS3394K09; KUC106764N; ZINC164488; STR01642; Tox21_202215; Tox21_300118; BBL011669; BDBM50227434; CCG-38443; Maltol, natural, >=98.5%, FG; NSC404458; s4940; STK801686; 2-methyl-3-hydroxy-4H-pyran-4-one; Maltol, >=99.0%, FCC, FG; 3-Hydroxy-2-methyl-4-pyrone, 99%; AKOS005607790; 3-Hydroxy-2-Methyl-4-pyrone, natural; CS-W013504; HY-W012788; NC00350; PS-4578; SDCCGMLS-0066563.P001; 4-(a-d-Glucopyranosido)-a-glucopyranose; NCGC00091223-01; NCGC00091223-02; NCGC00091223-03; NCGC00091223-04; NCGC00091223-05; NCGC00178231-01; NCGC00254046-01; NCGC00259764-01; BP-11468; KSC-11-228-8; NCI60_002320; SY011358; DB-002512; AM20080119; FT-0615804; M0673; EN300-93557; A804081; Q420648; SR-01000712383; SR-01000712383-3; W-108539; BRD-K40619305-001-12-1; Z1255382969; Maltol, United States Pharmacopeia (USP) Reference Standard
CAS 118-71-8
PubChem CID 8369
ChEMBL ID CHEMBL31422
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyrans
        • Subclass: Pyranones and derivatives
          • Direct Parent: Pyranones and derivatives

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: 126.11 ALogp: 0.4
HBD: 1 HBA: 3
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 46.5 Aromatic Rings: 1
Heavy Atoms: 9 QED Weighted: 0.565

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.594 MDCK Permeability: 0.00002430
Pgp-inhibitor: 0 Pgp-substrate: 0.033
Human Intestinal Absorption (HIA): 0.005 20% Bioavailability (F20%): 0.002
30% Bioavailability (F30%): 0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.261 Plasma Protein Binding (PPB): 83.32%
Volume Distribution (VD): 0.701 Fu: 37.94%

ADMET: Metabolism

CYP1A2-inhibitor: 0.344 CYP1A2-substrate: 0.733
CYP2C19-inhibitor: 0.092 CYP2C19-substrate: 0.461
CYP2C9-inhibitor: 0.032 CYP2C9-substrate: 0.704
CYP2D6-inhibitor: 0.025 CYP2D6-substrate: 0.531
CYP3A4-inhibitor: 0.014 CYP3A4-substrate: 0.245

ADMET: Excretion

Clearance (CL): 10.211 Half-life (T1/2): 0.848

ADMET: Toxicity

hERG Blockers: 0.054 Human Hepatotoxicity (H-HT): 0.116
Drug-inuced Liver Injury (DILI): 0.236 AMES Toxicity: 0.036
Rat Oral Acute Toxicity: 0.33 Maximum Recommended Daily Dose: 0.027
Skin Sensitization: 0.548 Carcinogencity: 0.788
Eye Corrosion: 0.545 Eye Irritation: 0.943
Respiratory Toxicity: 0.453
*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
ENC001342 0.545 D0N0OU 0.429
ENC000746 0.333 D0G4KG 0.242
ENC002801 0.333 D06GIP 0.233
ENC004823 0.319 D08SKH 0.228
ENC002874 0.318 D0E9CD 0.227
ENC000101 0.308 D0A3HB 0.208
ENC001447 0.304 D01WJL 0.205
ENC006095 0.286 D0C4YC 0.205
ENC006096 0.283 D0U5QK 0.200
ENC005125 0.282 D03GET 0.200
*Note: the compound similarity was calculated by RDKIT.