Natural Product: ENC003293

NPs Basic Information

Download MOL File
Name
Calbistrin G
Molecular Formula C28H44O8
IUPAC Name*
[(1S,3R,4aR,7S,8S,8aS)-8-(2,3-dihydroxypropanoyl)-3,7,8-trimethyl-2,3,4,4a,7,8a-hexahydro-1H-naphthalen-1-yl] (2S,3R,4E,6E,8S,9R)-3,8,9-trihydroxy-2,4-dimethyldeca-4,6-dienoate
SMILES
C[C@@H]1C[C@@H]2C=C[C@@H]([C@]([C@H]2[C@H](C1)OC(=O)[C@@H](C)[C@H](/C(=C/C=C/[C@@H]([C@@H](C)O)O)/C)O)(C)C(=O)C(CO)O)C
InChI
InChI=1S/C28H44O8/c1-15-12-20-11-10-17(3)28(6,26(34)22(32)14-29)24(20)23(13-15)36-27(35)18(4)25(33)16(2)8-7-9-21(31)19(5)30/h7-11,15,17-25,29-33H,12-14H2,1-6H3/b9-7+,16-8+/t15-,17+,18+,19-,20+,21+,22?,23+,24-,25+,28+/m1/s1
InChIKey
ASHQRLOFJNKMPY-NKJZOWFESA-N
Synonyms
Calbistrin G; CHEMBL3358713; [(1S,3R,4aR,7S,8S,8aS)-8-(2,3-dihydroxypropanoyl)-3,7,8-trimethyl-2,3,4,4a,7,8a-hexahydro-1H-naphthalen-1-yl] (2S,3R,4E,6E,8S,9R)-3,8,9-trihydroxy-2,4-dimethyl-deca-4,6-dienoate
CAS NA
PubChem CID 118723027
ChEMBL ID CHEMBL3358713
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Fatty Acyls
        • Subclass: Fatty alcohols
          • Direct Parent: Fatty 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: 508.6 ALogp: 2.5
HBD: 5 HBA: 8
Rotatable Bonds: 11 Lipinski's rule of five: Rejected
Polar Surface Area: 145.0 Aromatic Rings: 2
Heavy Atoms: 36 QED Weighted: 0.172

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.145 MDCK Permeability: 0.00023443
Pgp-inhibitor: 0.089 Pgp-substrate: 0.998
Human Intestinal Absorption (HIA): 0.066 20% Bioavailability (F20%): 0.021
30% Bioavailability (F30%): 0.925

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.132 Plasma Protein Binding (PPB): 53.47%
Volume Distribution (VD): 0.423 Fu: 15.60%

ADMET: Metabolism

CYP1A2-inhibitor: 0.055 CYP1A2-substrate: 0.109
CYP2C19-inhibitor: 0.015 CYP2C19-substrate: 0.753
CYP2C9-inhibitor: 0.006 CYP2C9-substrate: 0.27
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.082
CYP3A4-inhibitor: 0.613 CYP3A4-substrate: 0.275

ADMET: Excretion

Clearance (CL): 3.333 Half-life (T1/2): 0.738

ADMET: Toxicity

hERG Blockers: 0.084 Human Hepatotoxicity (H-HT): 0.804
Drug-inuced Liver Injury (DILI): 0.854 AMES Toxicity: 0.021
Rat Oral Acute Toxicity: 0.415 Maximum Recommended Daily Dose: 0.017
Skin Sensitization: 0.116 Carcinogencity: 0.077
Eye Corrosion: 0.003 Eye Irritation: 0.014
Respiratory Toxicity: 0.884
*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
ENC003294 0.856 D02RQU 0.257
ENC003292 0.825 D0E9KA 0.229
ENC004660 0.338 D06WTZ 0.215
ENC003895 0.328 D0X7XG 0.198
ENC003665 0.321 D06PTA 0.191
ENC004127 0.319 D0S0AS 0.191
ENC004128 0.310 D0F7NQ 0.191
ENC003132 0.291 D0G7KJ 0.190
ENC003119 0.286 D03IKT 0.189
ENC003817 0.277 D0H0ND 0.188
*Note: the compound similarity was calculated by RDKIT.