Natural Product: ENC001923

NPs Basic Information

Download MOL File
Name
Paspalitrem C
Molecular Formula C32H39NO4
IUPAC Name*
(1S,4R,5S,16S,19S,23R)-19-hydroxy-4,5,24,24-tetramethyl-12-(3-methylbut-2-enyl)-25,26-dioxa-7-azaheptacyclo[21.2.1.01,20.04,19.05,16.06,14.08,13]hexacosa-6(14),8,10,12,20-pentaen-22-one
SMILES
CC(=CCC1=C2C3=C([C@]4([C@H](C3)CC[C@@]5([C@@]4(CC[C@]67C5=CC(=O)[C@H](O6)C(O7)(C)C)C)O)C)NC2=CC=C1)C
InChI
InChI=1S/C32H39NO4/c1-18(2)10-11-19-8-7-9-22-25(19)21-16-20-12-13-31(35)24-17-23(34)27-28(3,4)37-32(24,36-27)15-14-29(31,5)30(20,6)26(21)33-22/h7-10,17,20,27,33,35H,11-16H2,1-6H3/t20-,27-,29+,30+,31+,32-/m0/s1
InChIKey
MXOIVWLOTRYIQC-TZHHUJIHSA-N
Synonyms
Paspalitrem C; 4-(3-Methyl-2-butenyl)paspalinine; 44ZSF8JL8Y; 90866-61-8; 4H-3,15A-EPOXY-1-BENZOXEPINO(6',7':6,7)INDENO(1,2-B)INDOL-4-ONE, 2,3,5B,6,7,7A,8,13,13B,13C,14,15-DODECAHYDRO-5B-HYDROXY-2,2,13B,13C-TETRAMETHYL-9-(3-METHYL-2-BUTENYL)-, (3R,5BS,7AS,13BS,13CR,15AS)-
CAS 90866-61-8
PubChem CID 9848881
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Naphthopyrans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Naphthopyrans

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: 501.7 ALogp: 5.1
HBD: 2 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Rejected
Polar Surface Area: 71.6 Aromatic Rings: 7
Heavy Atoms: 37 QED Weighted: 0.5

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.783 MDCK Permeability: 0.00001980
Pgp-inhibitor: 0.95 Pgp-substrate: 0.105
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.01
30% Bioavailability (F30%): 0.146

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.968 Plasma Protein Binding (PPB): 95.23%
Volume Distribution (VD): 2.733 Fu: 4.42%

ADMET: Metabolism

CYP1A2-inhibitor: 0.117 CYP1A2-substrate: 0.986
CYP2C19-inhibitor: 0.763 CYP2C19-substrate: 0.815
CYP2C9-inhibitor: 0.596 CYP2C9-substrate: 0.057
CYP2D6-inhibitor: 0.621 CYP2D6-substrate: 0.125
CYP3A4-inhibitor: 0.914 CYP3A4-substrate: 0.938

ADMET: Excretion

Clearance (CL): 12.865 Half-life (T1/2): 0.043

ADMET: Toxicity

hERG Blockers: 0.397 Human Hepatotoxicity (H-HT): 0.734
Drug-inuced Liver Injury (DILI): 0.224 AMES Toxicity: 0.32
Rat Oral Acute Toxicity: 0.956 Maximum Recommended Daily Dose: 0.953
Skin Sensitization: 0.846 Carcinogencity: 0.967
Eye Corrosion: 0.003 Eye Irritation: 0.013
Respiratory Toxicity: 0.987
*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
ENC001967 0.807 D06YFA 0.261
ENC002359 0.552 D02IQY 0.240
ENC003875 0.545 D0Q0PR 0.240
ENC002168 0.530 D06IIB 0.230
ENC003876 0.440 D04GJN 0.230
ENC001492 0.439 D0W6DG 0.229
ENC000836 0.433 D02JNM 0.225
ENC002013 0.429 D0V4WD 0.223
ENC003929 0.413 D0V3ZA 0.222
ENC003329 0.397 D01TSI 0.222
*Note: the compound similarity was calculated by RDKIT.