Natural Product: ENC003209

NPs Basic Information

Download MOL File
Name
(1S,3R,3'S,5'R,6S,7R,9E,15R,16S)-15-hydroxy-3,3',15-trimethyl-5'-(2-methylprop-1-enyl)spiro[12-oxatetracyclo[8.5.1.03,7.013,16]hexadec-9-ene-6,2'-oxolane]-11-one
Molecular Formula C25H36O4
IUPAC Name*
(1S,3R,3'S,5'R,6S,7R,9E,15R,16S)-15-hydroxy-3,3',15-trimethyl-5'-(2-methylprop-1-enyl)spiro[12-oxatetracyclo[8.5.1.03,7.013,16]hexadec-9-ene-6,2'-oxolane]-11-one
SMILES
C[C@H]1C[C@@H](O[C@@]12CC[C@]3([C@H]2C/C=C/4\[C@@H]5[C@H](C3)[C@](CC5OC4=O)(C)O)C)C=C(C)C
InChI
InChI=1S/C25H36O4/c1-14(2)10-16-11-15(3)25(29-16)9-8-23(4)12-18-21-17(6-7-20(23)25)22(26)28-19(21)13-24(18,5)27/h6,10,15-16,18-21,27H,7-9,11-13H2,1-5H3/b17-6+/t15-,16-,18-,19?,20+,21+,23+,24+,25-/m0/s1
InChIKey
JRMCJWMKLHLRLM-GILIFTEFSA-N
Synonyms
Ophiobolin A lactone
CAS NA
PubChem CID 101916978
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Terpene lactones
          • Direct Parent: Terpene lactones

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: 400.5 ALogp: 4.5
HBD: 1 HBA: 4
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 55.8 Aromatic Rings: 5
Heavy Atoms: 29 QED Weighted: 0.495

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.77 MDCK Permeability: 0.00002410
Pgp-inhibitor: 0.995 Pgp-substrate: 0.034
Human Intestinal Absorption (HIA): 0.009 20% Bioavailability (F20%): 0.086
30% Bioavailability (F30%): 0.701

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.152 Plasma Protein Binding (PPB): 87.46%
Volume Distribution (VD): 1.964 Fu: 6.57%

ADMET: Metabolism

CYP1A2-inhibitor: 0.042 CYP1A2-substrate: 0.323
CYP2C19-inhibitor: 0.176 CYP2C19-substrate: 0.825
CYP2C9-inhibitor: 0.123 CYP2C9-substrate: 0.048
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.098
CYP3A4-inhibitor: 0.753 CYP3A4-substrate: 0.476

ADMET: Excretion

Clearance (CL): 11.799 Half-life (T1/2): 0.063

ADMET: Toxicity

hERG Blockers: 0.266 Human Hepatotoxicity (H-HT): 0.872
Drug-inuced Liver Injury (DILI): 0.766 AMES Toxicity: 0.065
Rat Oral Acute Toxicity: 0.584 Maximum Recommended Daily Dose: 0.207
Skin Sensitization: 0.1 Carcinogencity: 0.027
Eye Corrosion: 0.023 Eye Irritation: 0.068
Respiratory Toxicity: 0.96
*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
ENC001559 0.656 D0I2SD 0.287
ENC002271 0.554 D04SFH 0.287
ENC005047 0.472 D0Y2YP 0.262
ENC004222 0.468 D06AEO 0.258
ENC005050 0.459 D0P0HT 0.256
ENC002983 0.371 D04GJN 0.254
ENC004490 0.328 D0D2TN 0.254
ENC005882 0.326 D0B4RU 0.252
ENC003783 0.322 D06IIB 0.252
ENC002000 0.322 D0X7XG 0.252
*Note: the compound similarity was calculated by RDKIT.