Natural Product: ENC002931

NPs Basic Information

Download MOL File
Name
Amestolkolide B
Molecular Formula C24H26O8
IUPAC Name*
(1R,2S,11R,12R,14R,17R,19R,21S)-2,6,6,14,19-pentamethylspiro[7,16,18-trioxapentacyclo[12.6.1.02,12.05,10.017,21]henicosa-4,9-diene-11,2'-oxirane]-3,8,15,20-tetrone
SMILES
C[C@@H]1C(=O)[C@@H]2[C@@H]3[C@H](O1)OC(=O)[C@@]3(C[C@@H]4[C@@]2(C(=O)C=C5C(=CC(=O)OC5(C)C)[C@@]46CO6)C)C
InChI
InChI=1S/C24H26O8/c1-10-18(27)16-17-19(30-10)31-20(28)22(17,4)8-13-23(16,5)14(25)6-11-12(24(13)9-29-24)7-15(26)32-21(11,2)3/h6-7,10,13,16-17,19H,8-9H2,1-5H3/t10-,13-,16+,17-,19-,22-,23-,24+/m1/s1
InChIKey
PCBBMDQLBUYDDZ-NBYUEMIISA-N
Synonyms
Amestolkolide B
CAS NA
PubChem CID 71550882
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Furopyrans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Furopyrans

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: 442.5 ALogp: 0.2
HBD: 0 HBA: 8
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 109.0 Aromatic Rings: 6
Heavy Atoms: 32 QED Weighted: 0.415

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.272 MDCK Permeability: 0.00001810
Pgp-inhibitor: 0.999 Pgp-substrate: 0.004
Human Intestinal Absorption (HIA): 0.012 20% Bioavailability (F20%): 0.871
30% Bioavailability (F30%): 0.315

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.973 Plasma Protein Binding (PPB): 84.88%
Volume Distribution (VD): 2.357 Fu: 17.63%

ADMET: Metabolism

CYP1A2-inhibitor: 0.016 CYP1A2-substrate: 0.927
CYP2C19-inhibitor: 0.328 CYP2C19-substrate: 0.778
CYP2C9-inhibitor: 0.169 CYP2C9-substrate: 0.021
CYP2D6-inhibitor: 0.009 CYP2D6-substrate: 0.082
CYP3A4-inhibitor: 0.272 CYP3A4-substrate: 0.56

ADMET: Excretion

Clearance (CL): 4.191 Half-life (T1/2): 0.628

ADMET: Toxicity

hERG Blockers: 0.027 Human Hepatotoxicity (H-HT): 0.104
Drug-inuced Liver Injury (DILI): 0.551 AMES Toxicity: 0.751
Rat Oral Acute Toxicity: 0.597 Maximum Recommended Daily Dose: 0.677
Skin Sensitization: 0.577 Carcinogencity: 0.79
Eye Corrosion: 0.071 Eye Irritation: 0.013
Respiratory Toxicity: 0.703
*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
ENC005628 0.794 D0KR9U 0.232
ENC004709 0.623 D02JNM 0.226
ENC003925 0.579 D0D2TN 0.223
ENC003927 0.550 D0Y2YP 0.223
ENC003926 0.541 D03ZZK 0.216
ENC003843 0.531 D0Q4SD 0.214
ENC005627 0.455 D02QJH 0.211
ENC002851 0.318 D09WYX 0.208
ENC002987 0.291 D0K7LU 0.205
ENC000924 0.289 D0I5DS 0.205
*Note: the compound similarity was calculated by RDKIT.