Natural Product: ENC001084

NPs Basic Information

Download MOL File
Name
Uncinatone
Molecular Formula C20H22O4
IUPAC Name*
(9S,11bS)-7,11-dihydroxy-3,4,9,11b-tetramethyl-1,2,8,9-tetrahydronaphtho[2,1-f][1]benzofuran-6-one
SMILES
C[C@H]1CC2=C(C3=C(C(=C2O1)O)[C@]4(CCC(=C(C4=CC3=O)C)C)C)O
InChI
InChI=1S/C20H22O4/c1-9-5-6-20(4)13(11(9)3)8-14(21)15-16(20)18(23)19-12(17(15)22)7-10(2)24-19/h8,10,22-23H,5-7H2,1-4H3/t10-,20-/m0/s1
InChIKey
IQGPVLVWUUPQMQ-FVINQWEUSA-N
Synonyms
Uncinatone; C09976; 99624-92-7; AC1L9D22; CHEBI:9861; SCHEMBL4743868; CHEMBL4159483; DTXSID10912584; ZINC4098464; AKOS032948874; 1770782-39-2; Q27108504; (9S,11bS)-7,11-dihydroxy-3,4,9,11b-tetramethyl-1,2,8,9-tetrahydronaphtho[2,1-f]benzofuran-6-one; 1,8,9,11b-Tetrahydro-7,11-dihydroxy-3,4,9alpha,11balpha-tetramethylphenanthro[3,2-b]furan-6(2H)-one; 7,11-Dihydroxy-3,4,9,11b-tetramethyl-1,8,9,11b-tetrahydrophenanthro[3,2-b]furan-6(2H)-one
CAS 1770782-39-2
PubChem CID 442547
ChEMBL ID CHEMBL4159483
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Phenanthrenes and derivat
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Phenanthrenes and derivat

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: 326.4 ALogp: 3.6
HBD: 2 HBA: 4
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 66.8 Aromatic Rings: 4
Heavy Atoms: 24 QED Weighted: 0.685

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.699 MDCK Permeability: 0.00001290
Pgp-inhibitor: 0.235 Pgp-substrate: 0.219
Human Intestinal Absorption (HIA): 0.022 20% Bioavailability (F20%): 0.068
30% Bioavailability (F30%): 0.014

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.016 Plasma Protein Binding (PPB): 92.11%
Volume Distribution (VD): 1.292 Fu: 8.09%

ADMET: Metabolism

CYP1A2-inhibitor: 0.91 CYP1A2-substrate: 0.893
CYP2C19-inhibitor: 0.718 CYP2C19-substrate: 0.663
CYP2C9-inhibitor: 0.818 CYP2C9-substrate: 0.77
CYP2D6-inhibitor: 0.555 CYP2D6-substrate: 0.403
CYP3A4-inhibitor: 0.446 CYP3A4-substrate: 0.311

ADMET: Excretion

Clearance (CL): 17.902 Half-life (T1/2): 0.091

ADMET: Toxicity

hERG Blockers: 0.004 Human Hepatotoxicity (H-HT): 0.187
Drug-inuced Liver Injury (DILI): 0.855 AMES Toxicity: 0.087
Rat Oral Acute Toxicity: 0.568 Maximum Recommended Daily Dose: 0.41
Skin Sensitization: 0.699 Carcinogencity: 0.513
Eye Corrosion: 0.003 Eye Irritation: 0.161
Respiratory Toxicity: 0.811
*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
ENC005237 0.451 D06XZW 0.269
ENC002282 0.417 D0K7LU 0.239
ENC005119 0.386 D01XWG 0.235
ENC002308 0.363 D01XDL 0.235
ENC005706 0.338 D02NSF 0.233
ENC006087 0.337 D0C1SF 0.226
ENC000709 0.333 D08LTU 0.226
ENC004364 0.333 D04JHN 0.225
ENC002036 0.326 D0C9XJ 0.221
ENC005158 0.326 D07VLY 0.221
*Note: the compound similarity was calculated by RDKIT.