Natural Product: ENC002795

NPs Basic Information

Download MOL File
Name
Penicisteroid A
Molecular Formula C30H50O6
IUPAC Name*
[(3S,5S,6S,7R,8S,9S,10S,11S,13S,14S,16S,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3,6,7,11-tetrahydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-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]2[C@H]([C@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)O)O)C)OC(=O)C
InChI
InChI=1S/C30H50O6/c1-15(2)16(3)8-9-17(4)25-23(36-18(5)31)13-20-24-26(22(33)14-30(20,25)7)29(6)11-10-19(32)12-21(29)27(34)28(24)35/h8-9,15-17,19-28,32-35H,10-14H2,1-7H3/b9-8+/t16-,17+,19-,20-,21+,22-,23-,24-,25-,26-,27-,28+,29-,30-/m0/s1
InChIKey
VXYHQHOVSPABTG-KJYRXAALSA-N
Synonyms
Penicisteroid A; CHEMBL1770666
CAS NA
PubChem CID 54581889
ChEMBL ID CHEMBL1770666
*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: 506.7 ALogp: 4.4
HBD: 4 HBA: 6
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 107.0 Aromatic Rings: 4
Heavy Atoms: 36 QED Weighted: 0.321

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.074 MDCK Permeability: 0.00010263
Pgp-inhibitor: 0.994 Pgp-substrate: 0.996
Human Intestinal Absorption (HIA): 0.794 20% Bioavailability (F20%): 0.015
30% Bioavailability (F30%): 0.948

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.429 Plasma Protein Binding (PPB): 82.89%
Volume Distribution (VD): 0.806 Fu: 4.68%

ADMET: Metabolism

CYP1A2-inhibitor: 0.02 CYP1A2-substrate: 0.147
CYP2C19-inhibitor: 0.007 CYP2C19-substrate: 0.857
CYP2C9-inhibitor: 0.015 CYP2C9-substrate: 0.027
CYP2D6-inhibitor: 0.007 CYP2D6-substrate: 0.049
CYP3A4-inhibitor: 0.308 CYP3A4-substrate: 0.493

ADMET: Excretion

Clearance (CL): 3.559 Half-life (T1/2): 0.61

ADMET: Toxicity

hERG Blockers: 0.198 Human Hepatotoxicity (H-HT): 0.301
Drug-inuced Liver Injury (DILI): 0.05 AMES Toxicity: 0.014
Rat Oral Acute Toxicity: 0.757 Maximum Recommended Daily Dose: 0.882
Skin Sensitization: 0.274 Carcinogencity: 0.076
Eye Corrosion: 0.007 Eye Irritation: 0.013
Respiratory Toxicity: 0.971
*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 0.778 D0OR2L 0.357
ENC003779 0.635 D0M4WA 0.338
ENC005209 0.406 D0G3SH 0.331
ENC004735 0.386 D03ZTE 0.331
ENC001984 0.385 D0G5CF 0.319
ENC004804 0.385 D0G8OC 0.304
ENC005438 0.385 D0X7XG 0.300
ENC004757 0.385 D06JPB 0.285
ENC001558 0.375 D00VZZ 0.280
ENC004758 0.375 D04SFH 0.271
*Note: the compound similarity was calculated by RDKIT.