Natural Product: ENC001853

NPs Basic Information

Download MOL File
Name
Helicascolide A
Molecular Formula C12H20O3
IUPAC Name*
(4R,5S,6S)-6-[(E)-but-2-en-2-yl]-4-hydroxy-3,3,5-trimethyloxan-2-one
SMILES
C/C=C(\C)/[C@@H]1[C@H]([C@H](C(C(=O)O1)(C)C)O)C
InChI
InChI=1S/C12H20O3/c1-6-7(2)9-8(3)10(13)12(4,5)11(14)15-9/h6,8-10,13H,1-5H3/b7-6+/t8-,9-,10-/m1/s1
InChIKey
TXJOTIFCEKOXSM-BPESRRAMSA-N
Synonyms
Helicascolide A; Helicascolide B; 121350-98-9; (4R,5S,6S)-6-[(E)-but-2-en-2-yl]-4-hydroxy-3,3,5-trimethyloxan-2-one; (4R,5S,6S)-Tetrahydro-4-hydroxy-3,3,5-trimethyl-6-[(E)-1-methyl-1-propenyl]-2H-pyran-2-one; 2H-Pyran-2-one, tetrahydro-4-hydroxy-3,3,5-trimethyl-6-(1-methyl-1-propenyl)-, (4alpha,5alpha,6beta(E))-(-)-
CAS 121350-98-9
PubChem CID 6439087
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Lactones
        • Subclass: Delta valerolactones
          • Direct Parent: Delta valerolactones

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: 212.28 ALogp: 2.5
HBD: 1 HBA: 3
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 46.5 Aromatic Rings: 1
Heavy Atoms: 15 QED Weighted: 0.536

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.533 MDCK Permeability: 0.00004510
Pgp-inhibitor: 0.07 Pgp-substrate: 0.024
Human Intestinal Absorption (HIA): 0.026 20% Bioavailability (F20%): 0.06
30% Bioavailability (F30%): 0.18

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.58 Plasma Protein Binding (PPB): 89.77%
Volume Distribution (VD): 1.154 Fu: 11.62%

ADMET: Metabolism

CYP1A2-inhibitor: 0.112 CYP1A2-substrate: 0.291
CYP2C19-inhibitor: 0.061 CYP2C19-substrate: 0.747
CYP2C9-inhibitor: 0.026 CYP2C9-substrate: 0.615
CYP2D6-inhibitor: 0.027 CYP2D6-substrate: 0.521
CYP3A4-inhibitor: 0.03 CYP3A4-substrate: 0.34

ADMET: Excretion

Clearance (CL): 9.263 Half-life (T1/2): 0.164

ADMET: Toxicity

hERG Blockers: 0.016 Human Hepatotoxicity (H-HT): 0.446
Drug-inuced Liver Injury (DILI): 0.466 AMES Toxicity: 0.024
Rat Oral Acute Toxicity: 0.052 Maximum Recommended Daily Dose: 0.246
Skin Sensitization: 0.206 Carcinogencity: 0.066
Eye Corrosion: 0.174 Eye Irritation: 0.064
Respiratory Toxicity: 0.225
*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
ENC006024 0.681 D0E9KA 0.224
ENC004902 0.302 D08BYK 0.212
ENC002880 0.294 D0W2EK 0.211
ENC004901 0.286 D0G6AB 0.205
ENC004129 0.270 D04SFH 0.205
ENC003160 0.270 D0P0HT 0.196
ENC005952 0.265 D0D2TN 0.194
ENC005953 0.265 D0H6VY 0.194
ENC003753 0.264 D0K7LU 0.192
ENC002272 0.258 D0I2SD 0.191
*Note: the compound similarity was calculated by RDKIT.