Natural Product: ENC003495

NPs Basic Information

Download MOL File
Name
Asperphenalenone D
Molecular Formula C37H50O10
IUPAC Name*
(2S)-2-[(2E,6E)-9-[3-(dimethoxymethyl)-6-(2-hydroxypropan-2-yl)oxan-2-yl]-3,7-dimethylnona-2,6-dienyl]-2,4,6,9-tetrahydroxy-5,7-dimethylphenalene-1,3-dione
SMILES
CC1=CC(=C2C3=C1C(=C(C(=C3C(=O)[C@@](C2=O)(C/C=C(\C)/CC/C=C(\C)/CCC4C(CCC(O4)C(C)(C)O)C(OC)OC)O)O)C)O)O
InChI
InChI=1S/C37H50O10/c1-19(12-14-25-23(35(45-7)46-8)13-15-26(47-25)36(5,6)43)10-9-11-20(2)16-17-37(44)33(41)28-24(38)18-21(3)27-29(28)30(34(37)42)32(40)22(4)31(27)39/h10,16,18,23,25-26,35,38-40,43-44H,9,11-15,17H2,1-8H3/b19-10+,20-16+/t23?,25?,26?,37-/m0/s1
InChIKey
ICCUZOIZSOBWFZ-DZSQDTLYSA-N
Synonyms
Asperphenalenone D; CHEMBL4176051; (2S)-2-[(2E,6E)-9-[3-(dimethoxymethyl)-6-(1-hydroxy-1-methyl-ethyl)tetrahydropyran-2-yl]-3,7-dimethyl-nona-2,6-dienyl]-2,4,6,9-tetrahydroxy-5,7-dimethyl-phenalene-1,3-dione
CAS NA
PubChem CID 134816186
ChEMBL ID CHEMBL4176051
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Terpene glycosides
          • Direct Parent: Diterpene glycosides

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: 654.8 ALogp: 7.3
HBD: 5 HBA: 10
Rotatable Bonds: 12 Lipinski's rule of five: Rejected
Polar Surface Area: 163.0 Aromatic Rings: 4
Heavy Atoms: 47 QED Weighted: 0.102

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.818 MDCK Permeability: 0.00001030
Pgp-inhibitor: 0.872 Pgp-substrate: 0.995
Human Intestinal Absorption (HIA): 0.884 20% Bioavailability (F20%): 0.144
30% Bioavailability (F30%): 0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.009 Plasma Protein Binding (PPB): 97.42%
Volume Distribution (VD): 0.673 Fu: 1.14%

ADMET: Metabolism

CYP1A2-inhibitor: 0.016 CYP1A2-substrate: 0.229
CYP2C19-inhibitor: 0.039 CYP2C19-substrate: 0.574
CYP2C9-inhibitor: 0.21 CYP2C9-substrate: 0.283
CYP2D6-inhibitor: 0.483 CYP2D6-substrate: 0.129
CYP3A4-inhibitor: 0.277 CYP3A4-substrate: 0.469

ADMET: Excretion

Clearance (CL): 1.62 Half-life (T1/2): 0.026

ADMET: Toxicity

hERG Blockers: 0.004 Human Hepatotoxicity (H-HT): 0.148
Drug-inuced Liver Injury (DILI): 0.367 AMES Toxicity: 0.249
Rat Oral Acute Toxicity: 0.04 Maximum Recommended Daily Dose: 0.326
Skin Sensitization: 0.573 Carcinogencity: 0.038
Eye Corrosion: 0.003 Eye Irritation: 0.011
Respiratory Toxicity: 0.249
*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
ENC005337 0.732 D0WY9N 0.266
ENC005339 0.699 D0FX2Q 0.263
ENC005338 0.697 D0G4OD 0.249
ENC005340 0.671 D0G3DL 0.239
ENC003114 0.599 D0G9IU 0.237
ENC003842 0.591 D03VFL 0.236
ENC003496 0.591 D0T5XN 0.234
ENC005341 0.576 D01XWG 0.231
ENC003494 0.562 D07IPB 0.228
ENC002960 0.327 D05CHI 0.228
*Note: the compound similarity was calculated by RDKIT.