Natural Product: ENC003457

NPs Basic Information

Download MOL File
Name
methyl (3R,5S,8R,9S,10R,13S,14S)-3-acetyloxy-10-formyl-4,4,8,12,13,16-hexamethyl-15,17-dioxo-2,3,5,6,7,9-hexahydro-1H-cyclopenta[a]phenanthrene-14-carboxylate
Molecular Formula C28H38O7
IUPAC Name*
methyl (3R,5S,8R,9S,10R,13S,14S)-3-acetyloxy-10-formyl-4,4,8,12,13,16-hexamethyl-15,17-dioxo-2,3,5,6,7,9-hexahydro-1H-cyclopenta[a]phenanthrene-14-carboxylate
SMILES
CC1C(=O)[C@]2(C(=C[C@H]3[C@]([C@]2(C1=O)C(=O)OC)(CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)OC(=O)C)C=O)C)C)C
InChI
InChI=1S/C28H38O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13-14,16,18-20H,9-12H2,1-8H3/t16?,18-,19-,20+,25+,26+,27+,28-/m0/s1
InChIKey
GRBXNADBNJGZRK-FMCJHFEWSA-N
Synonyms
Andrastin A; 174232-42-9
CAS NA
PubChem CID 133556494
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Steroids and steroid deri
        • Subclass: Steroid esters
          • Direct Parent: Steroid esters

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: 486.6 ALogp: 3.8
HBD: 0 HBA: 7
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 104.0 Aromatic Rings: 4
Heavy Atoms: 35 QED Weighted: 0.25

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.27 MDCK Permeability: 0.00001490
Pgp-inhibitor: 0.982 Pgp-substrate: 0.111
Human Intestinal Absorption (HIA): 0.033 20% Bioavailability (F20%): 0.877
30% Bioavailability (F30%): 0.97

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.972 Plasma Protein Binding (PPB): 56.66%
Volume Distribution (VD): 1.61 Fu: 52.03%

ADMET: Metabolism

CYP1A2-inhibitor: 0.006 CYP1A2-substrate: 0.603
CYP2C19-inhibitor: 0.025 CYP2C19-substrate: 0.668
CYP2C9-inhibitor: 0.016 CYP2C9-substrate: 0.044
CYP2D6-inhibitor: 0.009 CYP2D6-substrate: 0.047
CYP3A4-inhibitor: 0.853 CYP3A4-substrate: 0.731

ADMET: Excretion

Clearance (CL): 6.197 Half-life (T1/2): 0.153

ADMET: Toxicity

hERG Blockers: 0 Human Hepatotoxicity (H-HT): 0.149
Drug-inuced Liver Injury (DILI): 0.77 AMES Toxicity: 0.598
Rat Oral Acute Toxicity: 0.907 Maximum Recommended Daily Dose: 0.746
Skin Sensitization: 0.47 Carcinogencity: 0.767
Eye Corrosion: 0.993 Eye Irritation: 0.832
Respiratory Toxicity: 0.945
*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
ENC005963 0.788 D0V2JK 0.297
ENC001949 0.631 D0H2MO 0.290
ENC004115 0.617 D0X4RS 0.276
ENC005965 0.617 D0X7XG 0.273
ENC002012 0.614 D04GJN 0.270
ENC005964 0.560 D0I2SD 0.260
ENC003138 0.533 D0R2KY 0.259
ENC002033 0.479 D08BDT 0.259
ENC001833 0.353 D06AEO 0.254
ENC001394 0.343 D02CNR 0.252
*Note: the compound similarity was calculated by RDKIT.