Natural Product: ENC002909

NPs Basic Information

Download MOL File
Name
Asperamide B
Molecular Formula C43H79NO9
IUPAC Name*
(E,2R)-2-hydroxy-N-[(2S,3R,4E,8E)-3-hydroxy-9-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyicosa-4,8-dien-2-yl]hexadec-3-enamide
SMILES
CCCCCCCCCCCC/C=C/[C@H](C(=O)N[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@@H](/C=C/CC/C=C(\C)/CCCCCCCCCCC)O)O
InChI
InChI=1S/C43H79NO9/c1-4-6-8-10-12-14-15-16-18-20-22-26-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-27-23-25-29-34(3)28-24-21-19-17-13-11-9-7-5-2/h26-27,29-31,35-41,43,45-50H,4-25,28,32-33H2,1-3H3,(H,44,51)/b30-27+,31-26+,34-29+/t35-,36+,37+,38+,39+,40-,41+,43+/m0/s1
InChIKey
URILDRUQSTUFPC-DDSPGNMTSA-N
Synonyms
Asperamide B; CHEBI:70017; Q27138358; (2R,3E)-N-[(2S,3R,4E,8E)-1-(beta-D-glucopyranosyloxy)-3-hydroxy-9-methylicosa-4,8-dien-2-yl]-2-hydroxyhexadec-3-enamide
CAS NA
PubChem CID 70698249
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Sphingolipids
        • Subclass: Glycosphingolipids
          • Direct Parent: Glycosyl-N-acylsphingosin

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: 754.1 ALogp: 11.0
HBD: 7 HBA: 9
Rotatable Bonds: 33 Lipinski's rule of five: Rejected
Polar Surface Area: 169.0 Aromatic Rings: 1
Heavy Atoms: 53 QED Weighted: 0.027

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.421 MDCK Permeability: 0.00000679
Pgp-inhibitor: 0.052 Pgp-substrate: 0.243
Human Intestinal Absorption (HIA): 0.897 20% Bioavailability (F20%): 1
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.023 Plasma Protein Binding (PPB): 96.11%
Volume Distribution (VD): 1.003 Fu: 1.44%

ADMET: Metabolism

CYP1A2-inhibitor: 0.02 CYP1A2-substrate: 0.101
CYP2C19-inhibitor: 0.246 CYP2C19-substrate: 0.041
CYP2C9-inhibitor: 0.111 CYP2C9-substrate: 0.991
CYP2D6-inhibitor: 0.023 CYP2D6-substrate: 0.017
CYP3A4-inhibitor: 0.181 CYP3A4-substrate: 0.006

ADMET: Excretion

Clearance (CL): 2.396 Half-life (T1/2): 0.192

ADMET: Toxicity

hERG Blockers: 0.407 Human Hepatotoxicity (H-HT): 0.179
Drug-inuced Liver Injury (DILI): 0.016 AMES Toxicity: 0.018
Rat Oral Acute Toxicity: 0.019 Maximum Recommended Daily Dose: 0.033
Skin Sensitization: 0.965 Carcinogencity: 0.008
Eye Corrosion: 0.003 Eye Irritation: 0.021
Respiratory Toxicity: 0.169
*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
ENC005817 1.000 D00STJ 0.445
ENC002194 1.000 D06KDP 0.382
ENC003750 0.851 D00AOJ 0.367
ENC005011 0.763 D01NTX 0.352
ENC003604 0.763 D0Z1QC 0.352
ENC005852 0.491 D0O1PH 0.327
ENC002672 0.468 D07ILQ 0.323
ENC001943 0.461 D0T9TJ 0.314
ENC001674 0.452 D00FGR 0.287
ENC00491113 0.435 D03JSJ 0.276
*Note: the compound similarity was calculated by RDKIT.