Natural Product: ENC002033

NPs Basic Information

Download MOL File
Name
Andrastin D
Molecular Formula C26H36O5
IUPAC Name*
methyl (5S,8S,9S,10R,13R,14R)-17-hydroxy-4,4,8,10,12,13,16-heptamethyl-3,15-dioxo-1,2,5,6,7,9-hexahydrocyclopenta[a]phenanthrene-14-carboxylate
SMILES
CC1=C[C@H]2[C@@]3(CCC(=O)C([C@H]3CC[C@@]2([C@]4([C@@]1(C(=C(C4=O)C)O)C)C(=O)OC)C)(C)C)C
InChI
InChI=1S/C26H36O5/c1-14-13-17-23(5)11-10-18(27)22(3,4)16(23)9-12-24(17,6)26(21(30)31-8)20(29)15(2)19(28)25(14,26)7/h13,16-17,28H,9-12H2,1-8H3/t16-,17+,23-,24+,25+,26-/m1/s1
InChIKey
SMUNNMAWNRFDPB-UWWAQUNASA-N
Synonyms
Andrastin D; DTXSID80894025; CHEBI:142874; methyl (5S,8S,9S,10R,13R,14R)-17-hydroxy-4,4,8,10,12,13,16-heptamethyl-3,15-dioxo-1,2,5,6,7,9-hexahydrocyclopenta[a]phenanthrene-14-carboxylate; Q63399727; 184432-08-4; methyl (5beta,8alpha,9beta,10alpha,13alpha)-15-hydroxy-4,4,8,12,16-pentamethyl-3,17-dioxoandrosta-11,15-diene-14-carboxylate; methyl 15-hydroxy-4,4,8alpha,12,16-pentamethyl-3,17-dioxo-5beta,9beta,10alpha,13alpha-androsta-11,15-diene-14-carboxylate
CAS NA
PubChem CID 10477690
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: Oxosteroids
          • Direct Parent: Oxosteroids

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: 428.6 ALogp: 4.3
HBD: 1 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 80.7 Aromatic Rings: 4
Heavy Atoms: 31 QED Weighted: 0.347

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.168 MDCK Permeability: 0.00001880
Pgp-inhibitor: 0.94 Pgp-substrate: 0.004
Human Intestinal Absorption (HIA): 0.032 20% Bioavailability (F20%): 0.925
30% Bioavailability (F30%): 0.951

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.942 Plasma Protein Binding (PPB): 73.85%
Volume Distribution (VD): 0.546 Fu: 24.67%

ADMET: Metabolism

CYP1A2-inhibitor: 0.021 CYP1A2-substrate: 0.954
CYP2C19-inhibitor: 0.178 CYP2C19-substrate: 0.918
CYP2C9-inhibitor: 0.151 CYP2C9-substrate: 0.089
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.116
CYP3A4-inhibitor: 0.754 CYP3A4-substrate: 0.849

ADMET: Excretion

Clearance (CL): 7.555 Half-life (T1/2): 0.636

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.111
Drug-inuced Liver Injury (DILI): 0.714 AMES Toxicity: 0.047
Rat Oral Acute Toxicity: 0.678 Maximum Recommended Daily Dose: 0.075
Skin Sensitization: 0.05 Carcinogencity: 0.857
Eye Corrosion: 0.982 Eye Irritation: 0.641
Respiratory Toxicity: 0.958
*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
ENC001949 0.717 D04GJN 0.284
ENC002012 0.632 D0V2JK 0.260
ENC004115 0.620 D0Q4SD 0.260
ENC003138 0.558 D0I2SD 0.252
ENC005963 0.496 D0X4RS 0.250
ENC003457 0.479 D0H2MO 0.248
ENC005965 0.446 D06AEO 0.246
ENC005964 0.441 D0IX6I 0.246
ENC003565 0.417 D02CNR 0.244
ENC005403 0.416 D06IIB 0.241
*Note: the compound similarity was calculated by RDKIT.