Natural Product: ENC002060

NPs Basic Information

Download MOL File
Name
Cytosporin B
Molecular Formula C17H27ClO5
IUPAC Name*
(3R,4aS,5R,6S,8aR)-5-chloro-3,4a,6-trihydroxy-2,2-dimethyl-7-pentyl-4,5,6,8a-tetrahydro-3H-chromene-8-carbaldehyde
SMILES
CCCCCC1=C([C@@H]2[C@@](C[C@H](C(O2)(C)C)O)([C@@H]([C@H]1O)Cl)O)C=O
InChI
InChI=1S/C17H27ClO5/c1-4-5-6-7-10-11(9-19)15-17(22,14(18)13(10)21)8-12(20)16(2,3)23-15/h9,12-15,20-22H,4-8H2,1-3H3/t12-,13+,14-,15-,17-/m1/s1
InChIKey
YSYMCIKNYHKBHZ-JRBZFYFNSA-N
Synonyms
Cytosporin B; (3R,4As,5R,6S,8aR)-5-chloro-3,4a,6-trihydroxy-2,2-dimethyl-7-pentyl-4,5,6,8a-tetrahydro-3H-chromene-8-carbaldehyde
CAS NA
PubChem CID 10760039
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Benzopyrans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Benzopyrans

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: 346.8 ALogp: 0.8
HBD: 3 HBA: 5
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 87.0 Aromatic Rings: 2
Heavy Atoms: 23 QED Weighted: 0.404

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.913 MDCK Permeability: 0.00003280
Pgp-inhibitor: 0.038 Pgp-substrate: 0.942
Human Intestinal Absorption (HIA): 0.31 20% Bioavailability (F20%): 0.007
30% Bioavailability (F30%): 0.007

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.592 Plasma Protein Binding (PPB): 80.88%
Volume Distribution (VD): 1.666 Fu: 16.64%

ADMET: Metabolism

CYP1A2-inhibitor: 0.031 CYP1A2-substrate: 0.134
CYP2C19-inhibitor: 0.026 CYP2C19-substrate: 0.779
CYP2C9-inhibitor: 0.018 CYP2C9-substrate: 0.103
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.141
CYP3A4-inhibitor: 0.018 CYP3A4-substrate: 0.224

ADMET: Excretion

Clearance (CL): 6.645 Half-life (T1/2): 0.339

ADMET: Toxicity

hERG Blockers: 0.022 Human Hepatotoxicity (H-HT): 0.357
Drug-inuced Liver Injury (DILI): 0.069 AMES Toxicity: 0.844
Rat Oral Acute Toxicity: 0.729 Maximum Recommended Daily Dose: 0.971
Skin Sensitization: 0.719 Carcinogencity: 0.683
Eye Corrosion: 0.316 Eye Irritation: 0.363
Respiratory Toxicity: 0.98
*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
ENC003183 0.704 D0P1FO 0.263
ENC004325 0.542 D0HR8Z 0.232
ENC001996 0.532 D04VIS 0.229
ENC004326 0.494 D00HCQ 0.229
ENC002511 0.494 D0L7AS 0.227
ENC004324 0.482 D0V0IX 0.224
ENC003663 0.452 D03SXE 0.224
ENC004331 0.427 D0O1UZ 0.216
ENC004330 0.421 D04QNO 0.215
ENC004329 0.418 D0Y7IU 0.215
*Note: the compound similarity was calculated by RDKIT.