Natural Product: ENC003779

NPs Basic Information

Download MOL File
Name
Penicisteroid B
Molecular Formula C30H48O4
IUPAC Name*
[(3S,8S,9S,10R,11S,13S,14S,16S,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3,11-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate
SMILES
C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1[C@H](C[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)O)C)OC(=O)C
InChI
InChI=1S/C30H48O4/c1-17(2)18(3)8-9-19(4)27-26(34-20(5)31)15-24-23-11-10-21-14-22(32)12-13-29(21,6)28(23)25(33)16-30(24,27)7/h8-10,17-19,22-28,32-33H,11-16H2,1-7H3/b9-8+/t18-,19+,22-,23-,24-,25-,26-,27-,28+,29-,30-/m0/s1
InChIKey
ASJDHPNJTXZGII-ZVMPSDJMSA-N
Synonyms
Penicisteroid B
CAS NA
PubChem CID 139588208
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: Ergostane steroids
          • Direct Parent: Ergosterols and derivativ

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: 472.7 ALogp: 5.9
HBD: 2 HBA: 4
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 66.8 Aromatic Rings: 4
Heavy Atoms: 34 QED Weighted: 0.38

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.687 MDCK Permeability: 0.00002420
Pgp-inhibitor: 0.981 Pgp-substrate: 0.994
Human Intestinal Absorption (HIA): 0.142 20% Bioavailability (F20%): 0.31
30% Bioavailability (F30%): 0.544

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.598 Plasma Protein Binding (PPB): 88.00%
Volume Distribution (VD): 1.001 Fu: 2.99%

ADMET: Metabolism

CYP1A2-inhibitor: 0.029 CYP1A2-substrate: 0.127
CYP2C19-inhibitor: 0.017 CYP2C19-substrate: 0.88
CYP2C9-inhibitor: 0.116 CYP2C9-substrate: 0.041
CYP2D6-inhibitor: 0.012 CYP2D6-substrate: 0.051
CYP3A4-inhibitor: 0.842 CYP3A4-substrate: 0.691

ADMET: Excretion

Clearance (CL): 3.601 Half-life (T1/2): 0.132

ADMET: Toxicity

hERG Blockers: 0.11 Human Hepatotoxicity (H-HT): 0.309
Drug-inuced Liver Injury (DILI): 0.285 AMES Toxicity: 0.01
Rat Oral Acute Toxicity: 0.901 Maximum Recommended Daily Dose: 0.959
Skin Sensitization: 0.312 Carcinogencity: 0.172
Eye Corrosion: 0.004 Eye Irritation: 0.017
Respiratory Toxicity: 0.97
*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
ENC002021 0.649 D0Y7LD 0.400
ENC002795 0.635 D0B4RU 0.393
ENC004758 0.550 D0G5CF 0.359
ENC001558 0.550 D0G8OC 0.354
ENC001846 0.476 D04SFH 0.345
ENC003369 0.476 D0K0EK 0.336
ENC001545 0.471 D06JPB 0.333
ENC005012 0.467 D0X7XG 0.308
ENC004738 0.445 D06CNP 0.296
ENC001092 0.445 D02STN 0.285
*Note: the compound similarity was calculated by RDKIT.