Natural Product: ENC003128

NPs Basic Information

Download MOL File
Name
Bisorbicillinolide
Molecular Formula C28H32O8
IUPAC Name*
(1R,2S,3S,6R,7S,8R,10Z,11S,12S)-1-[(2E,4E)-hexa-2,4-dienoyl]-7,12-dihydroxy-10-[(2E,4E)-1-hydroxyhexa-2,4-dienylidene]-3,6,8,12-tetramethyl-4-oxatetracyclo[6.5.0.02,11.03,7]tridecane-5,9,13-trione
SMILES
C/C=C/C=C/C(=C/1\[C@@H]2[C@@H]3[C@]4([C@]([C@H](C(=O)O4)C)([C@](C1=O)([C@@]3(C(=O)[C@@]2(C)O)C(=O)/C=C/C=C/C)C)O)C)/O
InChI
InChI=1S/C28H32O8/c1-7-9-11-13-16(29)18-19-20-26(6)28(35,15(3)22(32)36-26)25(5,21(18)31)27(20,23(33)24(19,4)34)17(30)14-12-10-8-2/h7-15,19-20,29,34-35H,1-6H3/b9-7+,10-8+,13-11+,14-12+,18-16-/t15-,19+,20+,24-,25+,26-,27-,28-/m0/s1
InChIKey
XNZGICAZEJYYNT-TUECVNBISA-N
Synonyms
Bisorbicillinolide; 220327-40-2
CAS NA
PubChem CID 101000962
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: Terpene lactones
          • Direct Parent: Terpene lactones

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: 496.5 ALogp: 2.3
HBD: 3 HBA: 8
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 138.0 Aromatic Rings: 4
Heavy Atoms: 36 QED Weighted: 0.173

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.302 MDCK Permeability: 0.00003780
Pgp-inhibitor: 0.99 Pgp-substrate: 0.06
Human Intestinal Absorption (HIA): 0.014 20% Bioavailability (F20%): 0.001
30% Bioavailability (F30%): 0.014

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.814 Plasma Protein Binding (PPB): 75.94%
Volume Distribution (VD): 0.645 Fu: 16.54%

ADMET: Metabolism

CYP1A2-inhibitor: 0.003 CYP1A2-substrate: 0.91
CYP2C19-inhibitor: 0.016 CYP2C19-substrate: 0.771
CYP2C9-inhibitor: 0.009 CYP2C9-substrate: 0.021
CYP2D6-inhibitor: 0 CYP2D6-substrate: 0.062
CYP3A4-inhibitor: 0.072 CYP3A4-substrate: 0.918

ADMET: Excretion

Clearance (CL): 5.599 Half-life (T1/2): 0.101

ADMET: Toxicity

hERG Blockers: 0.055 Human Hepatotoxicity (H-HT): 0.304
Drug-inuced Liver Injury (DILI): 0.313 AMES Toxicity: 0.141
Rat Oral Acute Toxicity: 0.22 Maximum Recommended Daily Dose: 0.938
Skin Sensitization: 0.865 Carcinogencity: 0.797
Eye Corrosion: 0.014 Eye Irritation: 0.027
Respiratory Toxicity: 0.973
*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
ENC003250 0.583 D0FG6M 0.232
ENC003709 0.524 D0E9KA 0.204
ENC005987 0.516 D0H2MO 0.203
ENC004472 0.492 D0KR9U 0.199
ENC003579 0.484 D0G3PI 0.194
ENC003500 0.484 D00DKK 0.194
ENC003762 0.404 D02DGU 0.194
ENC003887 0.399 D0G6AB 0.189
ENC004085 0.397 D05QDC 0.187
ENC002144 0.391 D0I5DS 0.183
*Note: the compound similarity was calculated by RDKIT.