Natural Product: ENC003290

NPs Basic Information

Download MOL File
Name
Rhytidenone F
Molecular Formula C20H16O4
IUPAC Name*
(4'R,4'aS)-4'-hydroxyspiro[2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,5'-4,4a,6,7-tetrahydronaphthalene]-1'-one
SMILES
C1CC2([C@@H]3[C@@H](C=CC(=O)C3=C1)O)OC4=CC=CC5=C4C(=CC=C5)O2
InChI
InChI=1S/C20H16O4/c21-14-9-10-15(22)19-13(14)6-3-11-20(19)23-16-7-1-4-12-5-2-8-17(24-20)18(12)16/h1-2,4-10,15,19,22H,3,11H2/t15-,19+/m1/s1
InChIKey
XWCLVXNOOJTGEV-BEFAXECRSA-N
Synonyms
Rhytidenone F; CHEMBL3325621; J3.631.168A; (8'R)-8'beta-Hydroxy-8',8'aalpha-dihydrospiro[naphtho[1,8-de]-1,3-dioxin-2,1'(2'H)-naphthalene]-5'(3'H)-one
CAS NA
PubChem CID 118711060
ChEMBL ID CHEMBL3325621
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Naphthalenes
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Naphthalenes

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: 320.3 ALogp: 3.1
HBD: 1 HBA: 4
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 55.8 Aromatic Rings: 5
Heavy Atoms: 24 QED Weighted: 0.799

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.99 MDCK Permeability: 0.00001690
Pgp-inhibitor: 0.015 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.004 20% Bioavailability (F20%): 0.049
30% Bioavailability (F30%): 0.034

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.113 Plasma Protein Binding (PPB): 98.58%
Volume Distribution (VD): 1.014 Fu: 0.92%

ADMET: Metabolism

CYP1A2-inhibitor: 0.925 CYP1A2-substrate: 0.501
CYP2C19-inhibitor: 0.928 CYP2C19-substrate: 0.077
CYP2C9-inhibitor: 0.877 CYP2C9-substrate: 0.946
CYP2D6-inhibitor: 0.797 CYP2D6-substrate: 0.855
CYP3A4-inhibitor: 0.554 CYP3A4-substrate: 0.28

ADMET: Excretion

Clearance (CL): 7.632 Half-life (T1/2): 0.83

ADMET: Toxicity

hERG Blockers: 0.019 Human Hepatotoxicity (H-HT): 0.227
Drug-inuced Liver Injury (DILI): 0.404 AMES Toxicity: 0.891
Rat Oral Acute Toxicity: 0.721 Maximum Recommended Daily Dose: 0.177
Skin Sensitization: 0.934 Carcinogencity: 0.936
Eye Corrosion: 0.003 Eye Irritation: 0.907
Respiratory Toxicity: 0.869
*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
ENC003642 0.707 D08CCE 0.275
ENC003287 0.690 D06TJJ 0.268
ENC003288 0.690 D00JRA 0.255
ENC003289 0.667 D09LDR 0.245
ENC005581 0.667 D0O6IZ 0.242
ENC003563 0.542 D04BNP 0.240
ENC003442 0.527 D08FTG 0.240
ENC002531 0.527 D0QV5T 0.238
ENC001972 0.527 D05VLS 0.234
ENC003417 0.511 D05MQK 0.232
*Note: the compound similarity was calculated by RDKIT.