Natural Product: ENC001635

NPs Basic Information

Download MOL File
Name
Fumigaclavine A
Molecular Formula C18H22N2O2
IUPAC Name*
[(6aR,9R,10S,10aR)-7,9-dimethyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-10-yl] acetate
SMILES
C[C@@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)[C@H]2[C@H]1OC(=O)C)C
InChI
InChI=1S/C18H22N2O2/c1-10-9-20(3)15-7-12-8-19-14-6-4-5-13(16(12)14)17(15)18(10)22-11(2)21/h4-6,8,10,15,17-19H,7,9H2,1-3H3/t10-,15-,17-,18+/m1/s1
InChIKey
GJSSYQDXZLZOLR-ONUGHKICSA-N
Synonyms
Fumigaclavine A; 6879-59-0; DV9FK5AO1K; UNII-DV9FK5AO1K; Fumigaclavin A; DTXSID40988499; Ergolin-9-ol, 6,8-dimethyl-, acetate (ester), (8-alpha,9-beta)-; C20436; ERGOLIN-9-OL, 6,8-DIMETHYL-, 9-ACETATE, (8.ALPHA.,9.BETA.)-; ERGOLIN-9-OL, 6,8-DIMETHYL-, ACETATE (ESTER), (8.ALPHA.,9.BETA.); (2R,3S,4R,7R)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0?,?.0??,??]hexadeca-1(15),9,12(16),13-tetraen-3-yl acetate; [(6Ar,9R,10S,10aR)-7,9-dimethyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-10-yl] acetate
CAS 6879-59-0
PubChem CID 5324492
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Alkaloids and derivatives
      • Class: Ergoline and derivatives
        • Subclass: Clavines and derivatives
          • Direct Parent: Clavines and derivatives

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: 298.4 ALogp: 2.8
HBD: 1 HBA: 3
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 45.3 Aromatic Rings: 4
Heavy Atoms: 22 QED Weighted: 0.82

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.788 MDCK Permeability: 0.00001550
Pgp-inhibitor: 0.878 Pgp-substrate: 0.969
Human Intestinal Absorption (HIA): 0.005 20% Bioavailability (F20%): 0.009
30% Bioavailability (F30%): 0.231

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.892 Plasma Protein Binding (PPB): 42.38%
Volume Distribution (VD): 1.896 Fu: 55.68%

ADMET: Metabolism

CYP1A2-inhibitor: 0.74 CYP1A2-substrate: 0.144
CYP2C19-inhibitor: 0.106 CYP2C19-substrate: 0.839
CYP2C9-inhibitor: 0.064 CYP2C9-substrate: 0.447
CYP2D6-inhibitor: 0.971 CYP2D6-substrate: 0.883
CYP3A4-inhibitor: 0.649 CYP3A4-substrate: 0.714

ADMET: Excretion

Clearance (CL): 6.896 Half-life (T1/2): 0.824

ADMET: Toxicity

hERG Blockers: 0.637 Human Hepatotoxicity (H-HT): 0.948
Drug-inuced Liver Injury (DILI): 0.867 AMES Toxicity: 0.774
Rat Oral Acute Toxicity: 0.881 Maximum Recommended Daily Dose: 0.924
Skin Sensitization: 0.815 Carcinogencity: 0.069
Eye Corrosion: 0.012 Eye Irritation: 0.044
Respiratory Toxicity: 0.967
*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
ENC002408 0.706 D04JCN 0.432
ENC003002 0.619 D0X7KB 0.400
ENC001993 0.439 D0C1IW 0.398
ENC002600 0.438 D05AHE 0.385
ENC003506 0.379 D04EGX 0.372
ENC006111 0.376 D02IQY 0.341
ENC002599 0.355 D0T6WT 0.327
ENC006011 0.355 D0V3ZA 0.321
ENC006110 0.337 D09NNH 0.319
ENC001258 0.327 D0SP3D 0.309
*Note: the compound similarity was calculated by RDKIT.