Natural Product: ENC003496

NPs Basic Information

Download MOL File
Name
Asperphenalenone B
Molecular Formula C35H44O10
IUPAC Name*
(2E,6E,10E)-2-[(3R)-3,4-dihydroxy-4-methylpentyl]-6,10-dimethyl-12-[(2S)-2,4,6,9-tetrahydroxy-5,7-dimethyl-1,3-dioxophenalen-2-yl]dodeca-2,6,10-trienoic acid
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)/C(=O)O)O)O)C)O)O
InChI
InChI=1S/C35H44O10/c1-18(11-8-12-22(33(42)43)13-14-24(37)34(5,6)44)9-7-10-19(2)15-16-35(45)31(40)26-23(36)17-20(3)25-27(26)28(32(35)41)30(39)21(4)29(25)38/h9,12,15,17,24,36-39,44-45H,7-8,10-11,13-14,16H2,1-6H3,(H,42,43)/b18-9+,19-15+,22-12+/t24-,35+/m1/s1
InChIKey
UYNRJJLNBXUXOO-OMEUIHBWSA-N
Synonyms
Asperphenalenone B; CHEMBL4160927; (2E,6E,10E)-2-[(3R)-3,4-dihydroxy-4-methyl-pentyl]-6,10-dimethyl-12-[(2S)-2,4,6,9-tetrahydroxy-5,7-dimethyl-1,3-dioxo-phenalen-2-yl]dodeca-2,6,10-trienoic acid
CAS NA
PubChem CID 134816403
ChEMBL ID CHEMBL4160927
*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: 624.7 ALogp: 6.6
HBD: 7 HBA: 10
Rotatable Bonds: 13 Lipinski's rule of five: Rejected
Polar Surface Area: 193.0 Aromatic Rings: 3
Heavy Atoms: 45 QED Weighted: 0.083

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.519 MDCK Permeability: 0.00000390
Pgp-inhibitor: 0.005 Pgp-substrate: 0.998
Human Intestinal Absorption (HIA): 0.096 20% Bioavailability (F20%): 0.001
30% Bioavailability (F30%): 0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.028 Plasma Protein Binding (PPB): 97.66%
Volume Distribution (VD): 0.613 Fu: 1.29%

ADMET: Metabolism

CYP1A2-inhibitor: 0.058 CYP1A2-substrate: 0.097
CYP2C19-inhibitor: 0.024 CYP2C19-substrate: 0.059
CYP2C9-inhibitor: 0.267 CYP2C9-substrate: 0.686
CYP2D6-inhibitor: 0.102 CYP2D6-substrate: 0.117
CYP3A4-inhibitor: 0.147 CYP3A4-substrate: 0.083

ADMET: Excretion

Clearance (CL): 1.003 Half-life (T1/2): 0.316

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.143
Drug-inuced Liver Injury (DILI): 0.807 AMES Toxicity: 0.013
Rat Oral Acute Toxicity: 0.016 Maximum Recommended Daily Dose: 0.948
Skin Sensitization: 0.423 Carcinogencity: 0.115
Eye Corrosion: 0.003 Eye Irritation: 0.03
Respiratory Toxicity: 0.45
*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
ENC003842 1.000 D09XWD 0.287
ENC003114 0.858 D03VFL 0.279
ENC003494 0.706 D05XQE 0.279
ENC005339 0.662 D0WY9N 0.270
ENC005340 0.657 D0G4OD 0.231
ENC005338 0.636 D0FX2Q 0.229
ENC005341 0.635 D04VEJ 0.225
ENC005337 0.615 D00FSV 0.214
ENC003495 0.591 D08FPM 0.210
ENC004068 0.464 D0Q0PR 0.208
*Note: the compound similarity was calculated by RDKIT.