Natural Product: ENC002054

NPs Basic Information

Download MOL File
Name
Feigrisolide C
Molecular Formula C21H36O7
IUPAC Name*
(1S,2S,5S,8R,9R,12S,14R)-8-hydroxy-5-[(2R)-2-hydroxybutyl]-2,9,12-trimethyl-4,11,17-trioxabicyclo[12.2.1]heptadecane-3,10-dione
SMILES
CC[C@H](C[C@@H]1CC[C@H]([C@H](C(=O)O[C@H](C[C@H]2CC[C@H](O2)[C@@H](C(=O)O1)C)C)C)O)O
InChI
InChI=1S/C21H36O7/c1-5-15(22)11-17-6-8-18(23)13(3)20(24)26-12(2)10-16-7-9-19(27-16)14(4)21(25)28-17/h12-19,22-23H,5-11H2,1-4H3/t12-,13+,14-,15+,16+,17-,18+,19-/m0/s1
InChIKey
HQBGZNNKSCTNKH-JWFKEXIPSA-N
Synonyms
Feigrisolide C; (1S,2S,5S,8R,9R,12S,14R)-8-Hydroxy-5-[(2R)-2-hydroxybutyl]-2,9,12-trimethyl-4,11,17-trioxabicyclo[12.2.1]heptadecane-3,10-dione
CAS NA
PubChem CID 10668706
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Macrolides and analogues
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Macrolides and analogues

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: 400.5 ALogp: 2.8
HBD: 2 HBA: 7
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 102.0 Aromatic Rings: 2
Heavy Atoms: 28 QED Weighted: 0.702

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.943 MDCK Permeability: 0.00012394
Pgp-inhibitor: 0.159 Pgp-substrate: 0.992
Human Intestinal Absorption (HIA): 0.003 20% Bioavailability (F20%): 0.007
30% Bioavailability (F30%): 0.189

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.063 Plasma Protein Binding (PPB): 41.53%
Volume Distribution (VD): 1.986 Fu: 37.91%

ADMET: Metabolism

CYP1A2-inhibitor: 0.015 CYP1A2-substrate: 0.07
CYP2C19-inhibitor: 0.009 CYP2C19-substrate: 0.483
CYP2C9-inhibitor: 0.002 CYP2C9-substrate: 0.083
CYP2D6-inhibitor: 0.003 CYP2D6-substrate: 0.086
CYP3A4-inhibitor: 0.158 CYP3A4-substrate: 0.319

ADMET: Excretion

Clearance (CL): 8.91 Half-life (T1/2): 0.076

ADMET: Toxicity

hERG Blockers: 0.033 Human Hepatotoxicity (H-HT): 0.956
Drug-inuced Liver Injury (DILI): 0.822 AMES Toxicity: 0.259
Rat Oral Acute Toxicity: 0.008 Maximum Recommended Daily Dose: 0.983
Skin Sensitization: 0.947 Carcinogencity: 0.672
Eye Corrosion: 0.01 Eye Irritation: 0.048
Respiratory Toxicity: 0.825
*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
ENC005745 0.450 D06WTZ 0.258
ENC004445 0.353 D0S3WH 0.257
ENC004935 0.321 D0H0ND 0.234
ENC005744 0.292 D04SFH 0.231
ENC005743 0.289 D02YIZ 0.229
ENC002040 0.287 D0Y7IU 0.227
ENC001113 0.286 D04QNO 0.227
ENC003456 0.283 D04JMQ 0.227
ENC004418 0.275 D0Z1ZM 0.225
ENC005087 0.274 D0M4WA 0.225
*Note: the compound similarity was calculated by RDKIT.