Natural Product: ENC001409

NPs Basic Information

Download MOL File
Name
Sphaeropsidin D
Molecular Formula C20H26O6
IUPAC Name*
(1R,2R,3R,5R,9S,10S)-5-ethenyl-2,3,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadec-6-ene-8,15-dione
SMILES
C[C@@]1(C[C@H]([C@]2(C(=C1)C(=O)[C@@]3([C@@H]4[C@@]2(CCCC4(C)C)C(=O)O3)O)O)O)C=C
InChI
InChI=1S/C20H26O6/c1-5-17(4)9-11-13(22)20(25)14-16(2,3)7-6-8-18(14,15(23)26-20)19(11,24)12(21)10-17/h5,9,12,14,21,24-25H,1,6-8,10H2,2-4H3/t12-,14+,17-,18+,19+,20-/m1/s1
InChIKey
RGMZNUAVQHIGNL-WSFBEDDRSA-N
Synonyms
Sphaeropsidin D; CHEBI:69496; CHEMBL1834676; Q27137835; (1R,2R,3R,5R,9S,10S)-5-ethenyl-2,3,9-trihydroxy-5,11,11-trimethyl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadec-6-ene-8,15-dione
CAS NA
PubChem CID 636779
ChEMBL ID CHEMBL1834676
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Lactones
        • Subclass: Gamma butyrolactones
          • Direct Parent: Gamma butyrolactones

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: 362.4 ALogp: 1.7
HBD: 3 HBA: 6
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 104.0 Aromatic Rings: 4
Heavy Atoms: 26 QED Weighted: 0.485

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.993 MDCK Permeability: 0.00002930
Pgp-inhibitor: 0.986 Pgp-substrate: 0.011
Human Intestinal Absorption (HIA): 0.101 20% Bioavailability (F20%): 0.238
30% Bioavailability (F30%): 0.016

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.92 Plasma Protein Binding (PPB): 76.13%
Volume Distribution (VD): 1.123 Fu: 28.54%

ADMET: Metabolism

CYP1A2-inhibitor: 0.008 CYP1A2-substrate: 0.833
CYP2C19-inhibitor: 0.062 CYP2C19-substrate: 0.742
CYP2C9-inhibitor: 0.104 CYP2C9-substrate: 0.056
CYP2D6-inhibitor: 0.004 CYP2D6-substrate: 0.072
CYP3A4-inhibitor: 0.785 CYP3A4-substrate: 0.528

ADMET: Excretion

Clearance (CL): 2.089 Half-life (T1/2): 0.296

ADMET: Toxicity

hERG Blockers: 0.029 Human Hepatotoxicity (H-HT): 0.256
Drug-inuced Liver Injury (DILI): 0.053 AMES Toxicity: 0.89
Rat Oral Acute Toxicity: 0.961 Maximum Recommended Daily Dose: 0.911
Skin Sensitization: 0.338 Carcinogencity: 0.677
Eye Corrosion: 0.005 Eye Irritation: 0.141
Respiratory Toxicity: 0.932
*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
ENC002731 0.722 D0L2LS 0.276
ENC002832 0.462 D0G6AB 0.260
ENC002830 0.415 D0R7JT 0.257
ENC002041 0.415 D0P0HT 0.248
ENC002831 0.404 D0C8HR 0.244
ENC002829 0.404 D0H2MO 0.242
ENC002906 0.396 D0IT2G 0.241
ENC002083 0.347 D0CW1P 0.241
ENC002833 0.340 D07DVK 0.241
ENC002834 0.333 D0KR5B 0.239
*Note: the compound similarity was calculated by RDKIT.