Natural Product: ENC000238

NPs Basic Information

Download MOL File
Name
gamma-Valerolactone
Molecular Formula C5H8O2
IUPAC Name*
5-methyloxolan-2-one
SMILES
CC1CCC(=O)O1
InChI
InChI=1S/C5H8O2/c1-4-2-3-5(6)7-4/h4H,2-3H2,1H3
InChIKey
GAEKPEKOJKCEMS-UHFFFAOYSA-N
Synonyms
gamma-Valerolactone; 108-29-2; 4-Pentanolide; 4-Valerolactone; 5-methyldihydrofuran-2(3H)-one; 5-methyloxolan-2-one; 4-Hydroxypentanoic acid lactone; gamma-Pentalactone; 4-Hydroxyvaleric acid lactone; 2(3H)-Furanone, dihydro-5-methyl-; 4-Methyl-gamma-butyrolactone; gamma-Methyl-gamma-butyrolactone; 4-Methyl-4-hydroxybutanoic acid lactone; DIHYDRO-5-METHYL-2(3H)-FURANONE; .gamma.-Valerolactone; 5-Methyltetrahydro-2-furanone; NSC 33700; FEMA No. 3103; 2(3H)-Furanone, dihydr-5-methyl-; .gamma.-Methyl-.gamma.-butyrolactone; gamma-Pentanolactone; .gamma.-Pentalactone; Valeric acid, 4-hydroxy-, gamma-lactone; MFCD00005400; CHEMBL195593; 4-Methyl-.gamma.-butyrolactone; CHEBI:48569; 5-Methyldihydro-2(3H)-furanone; Dihydro-5-methylfuran-2(3H)-one; O7056XK37X; NSC-33700; Valeric acid, 4-hydroxy-, .gamma.-lactone; Pentanoic acid, 4-hydroxy-, .gamma.-lactone; Pentanolide-1,4; 219630-19-0; gamma-Valeryllactone; gamma-Valerolakton; gamma-Valerolakton [Czech]; Gamma Valerolactone; CCRIS 3597; EINECS 203-569-5; BRN 0080420; 5-methyltetrahydrofuran-2-one; y-Valerolactone; Pentanoic acid, 4-hydroxy-, gamma-lactone; UNII-O7056XK37X; AI3-04327; gamma -Valerolactone; .gamma.-Valerolakton; .gamma.-Pentanolactone; 4-Methyl-g-butyrolactone; DSSTox_CID_27618; DSSTox_RID_82456; DSSTox_GSID_47618; SCHEMBL37255; Dihydro-5-methyl-2-furanone; 5-17-09-00024 (Beilstein Handbook Reference); 5-methyl-dihydro-furan-2-one; DTXSID0047618; Pentanoic acid, .gamma.-lactone; GAMMA-VALEROLACTONE [FCC]; (.+/-.)-4-Methylbutyrolactone; (.+/-.)-.gamma.-Valerolactone; (RS)-.GAMMA.-PENTALACTONE; NSC33700; (3-Amino-pyridin-2-yl)-aceticacid; 5-Methyldihydro-2(3H)-furanone #; dihydro-5-methyl-2(3H)-furanone,; Tox21_302624; BBL011475; BDBM50168010; LMFA07040008; STL146587; .GAMMA.-VALEROLACTONE [FHFI]; AKOS005206963; gamma-Valerolactone,delta-Valerolactone; CS-W016654; DS-4944; gamma-Valerolactone, analytical standard; gamma-Valerolactone, >=99%, FCC, FG; gamma-Valerolactone, natural, 95%, FG; NCGC00256671-01; BP-31066; CAS-108-29-2; SY011304; (+/-)-.GAMMA.-METHYLBUTYROLACTONE; DB-003681; gamma-Valerolactone, ReagentPlus(R), 99%; FT-0605160; FT-0626628; V0007; EN300-61318; 4-HYDROXYPENTANOIC ACID .GAMMA.-LACTONE; P20539; A895293; Q845530; 2(3H)-Furanone, dihydro-5-methyl-, (.+/-.)-; gamma-Valerolactone, Vetec(TM) reagent grade, 98%; J-002085; F0001-0163; Z963595138; 4,5-Dihydro-5-methyl-2(3H)-furanone~4-Hydroxypentanoic acid lactone~gamma-Pentanolactone
CAS 108-29-2
PubChem CID 7921
ChEMBL ID CHEMBL195593
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Lactones
        • Subclass: Gamma butyrolactones
          • Direct Parent: Gamma butyrolactones

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: 0.6
HBD: 0 HBA: 2
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 26.3 Aromatic Rings: 1
Heavy Atoms: 7 QED Weighted: 0.426

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.362 MDCK Permeability: 0.00008490
Pgp-inhibitor: 0.012 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.003 20% Bioavailability (F20%): 0.002
30% Bioavailability (F30%): 0.498

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.991 Plasma Protein Binding (PPB): 28.81%
Volume Distribution (VD): 0.791 Fu: 68.85%

ADMET: Metabolism

CYP1A2-inhibitor: 0.441 CYP1A2-substrate: 0.118
CYP2C19-inhibitor: 0.044 CYP2C19-substrate: 0.612
CYP2C9-inhibitor: 0.011 CYP2C9-substrate: 0.505
CYP2D6-inhibitor: 0.009 CYP2D6-substrate: 0.394
CYP3A4-inhibitor: 0.021 CYP3A4-substrate: 0.257

ADMET: Excretion

Clearance (CL): 10.232 Half-life (T1/2): 0.85

ADMET: Toxicity

hERG Blockers: 0.006 Human Hepatotoxicity (H-HT): 0.171
Drug-inuced Liver Injury (DILI): 0.397 AMES Toxicity: 0.08
Rat Oral Acute Toxicity: 0.023 Maximum Recommended Daily Dose: 0.26
Skin Sensitization: 0.722 Carcinogencity: 0.753
Eye Corrosion: 0.968 Eye Irritation: 0.961
Respiratory Toxicity: 0.048
*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
ENC000456 0.708 D0Z8AA 0.348
ENC005694 0.400 D0Z8SF 0.211
ENC005373 0.375 D0H1QY 0.200
ENC004080 0.356 D0K7LU 0.193
ENC004081 0.356 D0TY5N 0.191
ENC000525 0.351 D02WFK 0.188
ENC000899 0.341 D0C7JF 0.174
ENC003475 0.327 D0S3WH 0.172
ENC001329 0.325 D00EEL 0.171
ENC005378 0.321 D0A2AJ 0.169
*Note: the compound similarity was calculated by RDKIT.