Natural Product: ENC003114

NPs Basic Information

Download MOL File
Name
Asperphenalenone E
Molecular Formula C35H46O9
IUPAC Name*
(2S)-2-[(2E,6E,10Z,14R)-14,15-dihydroxy-11-(hydroxymethyl)-3,7,15-trimethylhexadeca-2,6,10-trienyl]-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)/CC/C=C(/CC[C@H](C(C)(C)O)O)\CO)O)O)C)O)O
InChI
InChI=1S/C35H46O9/c1-19(11-8-12-23(18-36)13-14-25(38)34(5,6)43)9-7-10-20(2)15-16-35(44)32(41)27-24(37)17-21(3)26-28(27)29(33(35)42)31(40)22(4)30(26)39/h9,12,15,17,25,36-40,43-44H,7-8,10-11,13-14,16,18H2,1-6H3/b19-9+,20-15+,23-12-/t25-,35+/m1/s1
InChIKey
YKKQCMZRKKBHMY-KVHDNOMISA-N
Synonyms
Asperphenalenone E; CHEMBL4164759; ZINC67902705; (2S)-2-[(2E,6E,10Z,14R)-14,15-dihydroxy-11-(hydroxymethyl)-3,7,15-trimethyl-hexadeca-2,6,10-trienyl]-2,4,6,9-tetrahydroxy-5,7-dimethyl-phenalene-1,3-dione
CAS NA
PubChem CID 95223066
ChEMBL ID CHEMBL4164759
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Diterpenoids
          • Direct Parent: Diterpenoids

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: 610.7 ALogp: 6.7
HBD: 7 HBA: 9
Rotatable Bonds: 13 Lipinski's rule of five: Rejected
Polar Surface Area: 176.0 Aromatic Rings: 3
Heavy Atoms: 44 QED Weighted: 0.112

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.128 MDCK Permeability: 0.00000563
Pgp-inhibitor: 0.567 Pgp-substrate: 0.999
Human Intestinal Absorption (HIA): 0.891 20% Bioavailability (F20%): 0.3
30% Bioavailability (F30%): 0.066

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.007 Plasma Protein Binding (PPB): 94.06%
Volume Distribution (VD): 0.646 Fu: 1.40%

ADMET: Metabolism

CYP1A2-inhibitor: 0.247 CYP1A2-substrate: 0.125
CYP2C19-inhibitor: 0.083 CYP2C19-substrate: 0.087
CYP2C9-inhibitor: 0.564 CYP2C9-substrate: 0.602
CYP2D6-inhibitor: 0.601 CYP2D6-substrate: 0.144
CYP3A4-inhibitor: 0.372 CYP3A4-substrate: 0.21

ADMET: Excretion

Clearance (CL): 1.415 Half-life (T1/2): 0.441

ADMET: Toxicity

hERG Blockers: 0.009 Human Hepatotoxicity (H-HT): 0.112
Drug-inuced Liver Injury (DILI): 0.345 AMES Toxicity: 0.289
Rat Oral Acute Toxicity: 0.025 Maximum Recommended Daily Dose: 0.969
Skin Sensitization: 0.865 Carcinogencity: 0.06
Eye Corrosion: 0.003 Eye Irritation: 0.065
Respiratory Toxicity: 0.582
*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
ENC003496 0.858 D05XQE 0.341
ENC003842 0.858 D03VFL 0.283
ENC003494 0.797 D09XWD 0.282
ENC005339 0.671 D0WY9N 0.258
ENC005340 0.655 D00FSV 0.224
ENC005338 0.645 D0G4OD 0.220
ENC005341 0.644 D0FX2Q 0.220
ENC005337 0.623 D08FPM 0.212
ENC003495 0.599 D01ZUA 0.208
ENC004068 0.471 D04VEJ 0.208
*Note: the compound similarity was calculated by RDKIT.