Natural Product: ENC002287

NPs Basic Information

Download MOL File
Name
Cis-Dehydrocurvularin
Molecular Formula C16H18O5
IUPAC Name*
(5S,9Z)-13,15-dihydroxy-5-methyl-4-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraene-3,11-dione
SMILES
C[C@H]1CCC/C=C\C(=O)C2=C(CC(=O)O1)C=C(C=C2O)O
InChI
InChI=1S/C16H18O5/c1-10-5-3-2-4-6-13(18)16-11(8-15(20)21-10)7-12(17)9-14(16)19/h4,6-7,9-10,17,19H,2-3,5,8H2,1H3/b6-4-/t10-/m0/s1
InChIKey
AVIRMQMUBGNCKS-OAQKJQOQSA-N
Synonyms
Cis-Dehydrocurvularin; alpha,beta-Dehydrocurvularin; Dehydrocurvularin, 10,11-; Dehydrocurvularin, cis-; SJ3JA3J8ST; a,b-Dehydrocurvularin_120247; CHEMBL1643635; SCHEMBL23515575; 1095588-70-7; (4S,8Z)-4,5,6,7-Tetrahydro-11,13-dihydroxy-4-methyl-2H-3-benzoxacyclododecin-2,10(1H)-dione; 122400-14-0; 2H-3-Benzoxacyclododecin-2,10(1H)-dione, 4,5,6,7-tetrahydro-11,13-dihydroxy-4-methyl-, (4S,8Z)-; 2H-3-Benzoxacyclododecin-2,10(1H)-dione, 4,5,6,7-tetrahydro-11,13-dihydroxy-4-methyl-, [S-(Z)]-
CAS 122400-14-0
PubChem CID 14314898
ChEMBL ID CHEMBL1643635
*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: 290.31 ALogp: 3.0
HBD: 2 HBA: 5
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 83.8 Aromatic Rings: 2
Heavy Atoms: 21 QED Weighted: 0.716

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.651 MDCK Permeability: 0.00001940
Pgp-inhibitor: 0.001 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.01
30% Bioavailability (F30%): 0.831

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.223 Plasma Protein Binding (PPB): 79.83%
Volume Distribution (VD): 0.893 Fu: 15.47%

ADMET: Metabolism

CYP1A2-inhibitor: 0.742 CYP1A2-substrate: 0.086
CYP2C19-inhibitor: 0.256 CYP2C19-substrate: 0.06
CYP2C9-inhibitor: 0.32 CYP2C9-substrate: 0.941
CYP2D6-inhibitor: 0.785 CYP2D6-substrate: 0.271
CYP3A4-inhibitor: 0.645 CYP3A4-substrate: 0.168

ADMET: Excretion

Clearance (CL): 16.356 Half-life (T1/2): 0.885

ADMET: Toxicity

hERG Blockers: 0.011 Human Hepatotoxicity (H-HT): 0.111
Drug-inuced Liver Injury (DILI): 0.75 AMES Toxicity: 0.157
Rat Oral Acute Toxicity: 0.051 Maximum Recommended Daily Dose: 0.689
Skin Sensitization: 0.831 Carcinogencity: 0.841
Eye Corrosion: 0.185 Eye Irritation: 0.352
Respiratory Toxicity: 0.596
*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
ENC005419 1.000 D07MGA 0.322
ENC005643 1.000 D04AIT 0.247
ENC005417 1.000 D0K8KX 0.242
ENC005418 0.735 D00ZFP 0.237
ENC005138 0.710 D0H6QU 0.237
ENC003140 0.706 D0K7LU 0.230
ENC001430 0.657 D04JHN 0.229
ENC005644 0.639 D0J4IX 0.224
ENC003117 0.630 D02NSF 0.224
ENC005137 0.613 D07GRH 0.220
*Note: the compound similarity was calculated by RDKIT.