Natural Product: ENC003173

NPs Basic Information

Download MOL File
Name
(12S,13R,17R,18Z,20E,24S,25S,26R)-12-hydroxy-17-[(1R)-1-hydroxyethyl]-5,13,25-trimethylspiro[2,10,16,23-tetraoxatetracyclo[22.2.1.03,8.08,25]heptacosa-4,18,20-triene-26,2'-oxirane]-11,22-dione
Molecular Formula C29H40O9
IUPAC Name*
(12S,13R,17R,18Z,20E,24S,25S,26R)-12-hydroxy-17-[(1R)-1-hydroxyethyl]-5,13,25-trimethylspiro[2,10,16,23-tetraoxatetracyclo[22.2.1.03,8.08,25]heptacosa-4,18,20-triene-26,2'-oxirane]-11,22-dione
SMILES
C[C@@H]1CCO[C@H](/C=C\C=C\C(=O)O[C@H]2CC3[C@@]4([C@]2(C5(CCC(=CC5O3)C)COC(=O)[C@H]1O)C)CO4)[C@@H](C)O
InChI
InChI=1S/C29H40O9/c1-17-9-11-28-15-35-26(33)25(32)18(2)10-12-34-20(19(3)30)7-5-6-8-24(31)38-21-14-23(37-22(28)13-17)29(16-36-29)27(21,28)4/h5-8,13,18-23,25,30,32H,9-12,14-16H2,1-4H3/b7-5-,8-6+/t18-,19-,20-,21+,22?,23?,25+,27-,28?,29-/m1/s1
InChIKey
NSFWWJIQIKBZMJ-RSQRSRAHSA-N
Synonyms
Roridin A; 14729-29-4
CAS 14729-29-4
PubChem CID 101593058
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Sesquiterpenoids
          • Direct Parent: Trichothecenes

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: 532.6 ALogp: 2.2
HBD: 2 HBA: 9
Rotatable Bonds: 1 Lipinski's rule of five: Rejected
Polar Surface Area: 124.0 Aromatic Rings: 5
Heavy Atoms: 38 QED Weighted: 0.298

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.09 MDCK Permeability: 0.00001590
Pgp-inhibitor: 0.025 Pgp-substrate: 0.963
Human Intestinal Absorption (HIA): 0.051 20% Bioavailability (F20%): 0.033
30% Bioavailability (F30%): 0.348

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.138 Plasma Protein Binding (PPB): 86.32%
Volume Distribution (VD): 1.868 Fu: 8.55%

ADMET: Metabolism

CYP1A2-inhibitor: 0.006 CYP1A2-substrate: 0.216
CYP2C19-inhibitor: 0.023 CYP2C19-substrate: 0.783
CYP2C9-inhibitor: 0.018 CYP2C9-substrate: 0.019
CYP2D6-inhibitor: 0.003 CYP2D6-substrate: 0.143
CYP3A4-inhibitor: 0.472 CYP3A4-substrate: 0.572

ADMET: Excretion

Clearance (CL): 2.31 Half-life (T1/2): 0.718

ADMET: Toxicity

hERG Blockers: 0.558 Human Hepatotoxicity (H-HT): 0.569
Drug-inuced Liver Injury (DILI): 0.19 AMES Toxicity: 0.114
Rat Oral Acute Toxicity: 0.921 Maximum Recommended Daily Dose: 0.941
Skin Sensitization: 0.616 Carcinogencity: 0.355
Eye Corrosion: 0.003 Eye Irritation: 0.008
Respiratory Toxicity: 0.936
*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
ENC004774 0.767 D0K7HU 0.237
ENC003126 0.763 D09YHJ 0.237
ENC004775 0.744 D0Y7IU 0.232
ENC003943 0.690 D04QNO 0.232
ENC002696 0.609 D02JNM 0.230
ENC002240 0.586 D09WYX 0.229
ENC002050 0.565 D0W2EK 0.228
ENC003310 0.541 D0CZ1Q 0.228
ENC004446 0.529 D04SFH 0.227
ENC002026 0.518 D0Z4ZT 0.221
*Note: the compound similarity was calculated by RDKIT.