Natural Product: ENC003560

NPs Basic Information

Download MOL File
Name
(1R,3E,5S,15S)-5,17-dihydroxy-18-[(2S)-1-hydroxypropan-2-yl]-4,8,12,15-tetramethylbicyclo[13.3.0]octadeca-3,8,12,17-tetraen-16-one
Molecular Formula C25H38O4
IUPAC Name*
(1R,3E,5S,15S)-5,17-dihydroxy-18-[(2S)-1-hydroxypropan-2-yl]-4,8,12,15-tetramethylbicyclo[13.3.0]octadeca-3,8,12,17-tetraen-16-one
SMILES
CC1=CCCC(=CC[C@]2([C@H](C/C=C(/[C@H](CC1)O)\C)C(=C(C2=O)O)[C@H](C)CO)C)C
InChI
InChI=1S/C25H38O4/c1-16-7-6-8-17(2)13-14-25(5)20(11-10-18(3)21(27)12-9-16)22(19(4)15-26)23(28)24(25)29/h7,10,13,19-21,26-28H,6,8-9,11-12,14-15H2,1-5H3/b16-7?,17-13?,18-10+/t19-,20-,21+,25+/m1/s1
InChIKey
UTGBBPSEQPITLF-YBDHUMTRSA-N
Synonyms
Terpestacin
CAS NA
PubChem CID 138404408
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic oxygen compounds
      • Class: Organooxygen compounds
        • Subclass: Alcohols and polyols
          • Direct Parent: Secondary alcohols

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: 402.6 ALogp: 2.9
HBD: 3 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 77.8 Aromatic Rings: 2
Heavy Atoms: 29 QED Weighted: 0.535

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.551 MDCK Permeability: 0.00002040
Pgp-inhibitor: 0.988 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.082 20% Bioavailability (F20%): 0.901
30% Bioavailability (F30%): 0.154

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.824 Plasma Protein Binding (PPB): 81.69%
Volume Distribution (VD): 2.148 Fu: 7.71%

ADMET: Metabolism

CYP1A2-inhibitor: 0.037 CYP1A2-substrate: 0.194
CYP2C19-inhibitor: 0.042 CYP2C19-substrate: 0.651
CYP2C9-inhibitor: 0.044 CYP2C9-substrate: 0.094
CYP2D6-inhibitor: 0.01 CYP2D6-substrate: 0.063
CYP3A4-inhibitor: 0.774 CYP3A4-substrate: 0.422

ADMET: Excretion

Clearance (CL): 15.374 Half-life (T1/2): 0.063

ADMET: Toxicity

hERG Blockers: 0.013 Human Hepatotoxicity (H-HT): 0.263
Drug-inuced Liver Injury (DILI): 0.179 AMES Toxicity: 0.026
Rat Oral Acute Toxicity: 0.082 Maximum Recommended Daily Dose: 0.895
Skin Sensitization: 0.957 Carcinogencity: 0.876
Eye Corrosion: 0.006 Eye Irritation: 0.03
Respiratory Toxicity: 0.654
*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
ENC001882 1.000 D00ZFP 0.239
ENC002974 1.000 D0P1FO 0.224
ENC003210 0.802 D0KR5B 0.221
ENC005683 0.722 D04GJN 0.217
ENC006130 0.676 D01CKY 0.215
ENC005684 0.663 D04ATM 0.215
ENC004109 0.656 D0K0EK 0.212
ENC005685 0.656 D02ZGI 0.212
ENC004376 0.576 D0T2PL 0.212
ENC003502 0.408 D08SVH 0.212
*Note: the compound similarity was calculated by RDKIT.