Natural Product: ENC004109

NPs Basic Information

Download MOL File
Name
Terpestacin B
Molecular Formula C25H38O5
IUPAC Name*
(1S,2E,5R,9S,11E,15S,16R)-7,15-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-2,9,12,16-tetramethyl-19-oxatricyclo[14.2.1.05,9]nonadeca-2,6,11-trien-8-one
SMILES
C/C/1=C\C[C@]2([C@H](C/C=C(/[C@@H]3CC[C@@](O3)([C@H](CC1)O)C)\C)C(=C(C2=O)O)[C@H](C)CO)C
InChI
InChI=1S/C25H38O5/c1-15-6-9-20(27)25(5)13-11-19(30-25)16(2)7-8-18-21(17(3)14-26)22(28)23(29)24(18,4)12-10-15/h7,10,17-20,26-28H,6,8-9,11-14H2,1-5H3/b15-10+,16-7+/t17-,18-,19+,20+,24+,25-/m1/s1
InChIKey
LAJNGEKHZMZDRF-ZPIROSACSA-N
Synonyms
Terpestacin B
CAS NA
PubChem CID 146683287
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Tetrahydrofurans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Tetrahydrofurans

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: 418.6 ALogp: 2.3
HBD: 3 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 87.0 Aromatic Rings: 3
Heavy Atoms: 30 QED Weighted: 0.554

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.715 MDCK Permeability: 0.00002130
Pgp-inhibitor: 0.996 Pgp-substrate: 0.004
Human Intestinal Absorption (HIA): 0.137 20% Bioavailability (F20%): 0.763
30% Bioavailability (F30%): 0.969

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.973 Plasma Protein Binding (PPB): 77.16%
Volume Distribution (VD): 0.74 Fu: 12.01%

ADMET: Metabolism

CYP1A2-inhibitor: 0.011 CYP1A2-substrate: 0.261
CYP2C19-inhibitor: 0.021 CYP2C19-substrate: 0.781
CYP2C9-inhibitor: 0.019 CYP2C9-substrate: 0.042
CYP2D6-inhibitor: 0.005 CYP2D6-substrate: 0.129
CYP3A4-inhibitor: 0.661 CYP3A4-substrate: 0.598

ADMET: Excretion

Clearance (CL): 10.492 Half-life (T1/2): 0.125

ADMET: Toxicity

hERG Blockers: 0.034 Human Hepatotoxicity (H-HT): 0.194
Drug-inuced Liver Injury (DILI): 0.188 AMES Toxicity: 0.136
Rat Oral Acute Toxicity: 0.223 Maximum Recommended Daily Dose: 0.939
Skin Sensitization: 0.957 Carcinogencity: 0.487
Eye Corrosion: 0.034 Eye Irritation: 0.055
Respiratory Toxicity: 0.934
*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
ENC005685 1.000 D04GJN 0.263
ENC001882 0.656 D04VIS 0.263
ENC003560 0.656 D0K0EK 0.261
ENC002974 0.656 D0KR5B 0.256
ENC005684 0.626 D0C7JF 0.254
ENC003210 0.532 D0R7JT 0.252
ENC005683 0.532 D06XMU 0.250
ENC006130 0.488 D0L2LS 0.248
ENC003502 0.396 D0IX6I 0.246
ENC004376 0.383 D0D1SG 0.246
*Note: the compound similarity was calculated by RDKIT.