Natural Product: ENC003294

NPs Basic Information

Download MOL File
Name
Calbistrin H
Molecular Formula C28H44O9
IUPAC Name*
[(1S,3R,4aR,7S,8S,8aS)-8-(2,3-dihydroxypropanoyl)-3-(hydroxymethyl)-7,8-dimethyl-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[C@H]2C[C@H](C[C@@H]([C@@H]2[C@@]1(C)C(=O)C(CO)O)OC(=O)[C@@H](C)[C@H](/C(=C/C=C/[C@@H]([C@@H](C)O)O)/C)O)CO
InChI
InChI=1S/C28H44O9/c1-15(7-6-8-21(32)18(4)31)25(34)17(3)27(36)37-23-12-19(13-29)11-20-10-9-16(2)28(5,24(20)23)26(35)22(33)14-30/h6-10,16-25,29-34H,11-14H2,1-5H3/b8-6+,15-7+/t16-,17-,18+,19+,20-,21-,22?,23-,24+,25-,28-/m0/s1
InChIKey
PWYIRLZQQKCIPQ-ROXQJYFVSA-N
Synonyms
Calbistrin H; CHEMBL3358714; [(1S,3R,4aR,7S,8S,8aS)-8-(2,3-dihydroxypropanoyl)-3-(hydroxymethyl)-7,8-dimethyl-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 118723028
ChEMBL ID CHEMBL3358714
*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: 524.6 ALogp: 1.1
HBD: 6 HBA: 9
Rotatable Bonds: 12 Lipinski's rule of five: Rejected
Polar Surface Area: 165.0 Aromatic Rings: 2
Heavy Atoms: 37 QED Weighted: 0.133

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.301 MDCK Permeability: 0.00043201
Pgp-inhibitor: 0.021 Pgp-substrate: 0.998
Human Intestinal Absorption (HIA): 0.192 20% Bioavailability (F20%): 0.02
30% Bioavailability (F30%): 0.965

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.14 Plasma Protein Binding (PPB): 30.59%
Volume Distribution (VD): 0.35 Fu: 21.70%

ADMET: Metabolism

CYP1A2-inhibitor: 0.032 CYP1A2-substrate: 0.097
CYP2C19-inhibitor: 0.009 CYP2C19-substrate: 0.644
CYP2C9-inhibitor: 0.002 CYP2C9-substrate: 0.158
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.071
CYP3A4-inhibitor: 0.407 CYP3A4-substrate: 0.217

ADMET: Excretion

Clearance (CL): 2.128 Half-life (T1/2): 0.83

ADMET: Toxicity

hERG Blockers: 0.067 Human Hepatotoxicity (H-HT): 0.821
Drug-inuced Liver Injury (DILI): 0.803 AMES Toxicity: 0.03
Rat Oral Acute Toxicity: 0.091 Maximum Recommended Daily Dose: 0.018
Skin Sensitization: 0.095 Carcinogencity: 0.062
Eye Corrosion: 0.003 Eye Irritation: 0.012
Respiratory Toxicity: 0.713
*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
ENC003293 0.856 D02RQU 0.261
ENC003292 0.721 D0E9KA 0.216
ENC004660 0.331 D06WTZ 0.211
ENC003665 0.324 D02KFP 0.206
ENC003895 0.312 D0X7XG 0.194
ENC003792 0.304 D03JSJ 0.190
ENC004127 0.303 D0Q0EX 0.189
ENC004128 0.295 D0S0AS 0.187
ENC003166 0.260 D06PTA 0.187
ENC005723 0.259 D0G7KJ 0.186
*Note: the compound similarity was calculated by RDKIT.