Natural Product: ENC003159

NPs Basic Information

Download MOL File
Name
[(1R,2S,3R,5R,8R,9S,12S,13R)-8-acetyloxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxospiro[10,14,17-trioxapentacyclo[7.6.1.17,12.01,12.02,7]heptadecane-5,3'-pyran]-3-yl] acetate
Molecular Formula C29H32O11
IUPAC Name*
[(1R,2S,3R,5R,8R,9S,12S,13R)-8-acetyloxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxospiro[10,14,17-trioxapentacyclo[7.6.1.17,12.01,12.02,7]heptadecane-5,3'-pyran]-3-yl] acetate
SMILES
C[C@@H]1[C@@]23C(=O)O[C@@]4([C@H](C5(O2)C(=C)[C@@]6(C[C@H]([C@@]5([C@@]3(C4=C)C(=O)O1)C)OC(=O)C)C=CC(=O)OC6(C)C)OC(=O)C)C
InChI
InChI=1S/C29H32O11/c1-13-24(8)20(37-17(5)31)28-14(2)26(11-10-19(32)38-23(26,6)7)12-18(36-16(4)30)25(28,9)27(13)21(33)35-15(3)29(27,40-28)22(34)39-24/h10-11,15,18,20H,1-2,12H2,3-9H3/t15-,18-,20-,24+,25-,26+,27-,28?,29+/m1/s1
InChIKey
YQYVCCPRXKJSEE-XZSIQAFASA-N
Synonyms
Acetoxydehydroaustin B
CAS NA
PubChem CID 101534879
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Carboxylic acids and deri
        • Subclass: Pentacarboxylic acids and
          • Direct Parent: Pentacarboxylic acids and

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: 556.6 ALogp: 1.2
HBD: 0 HBA: 11
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 141.0 Aromatic Rings: 6
Heavy Atoms: 40 QED Weighted: 0.282

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.379 MDCK Permeability: 0.00005530
Pgp-inhibitor: 0.984 Pgp-substrate: 0.005
Human Intestinal Absorption (HIA): 0.51 20% Bioavailability (F20%): 0.999
30% Bioavailability (F30%): 0.947

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.364 Plasma Protein Binding (PPB): 54.40%
Volume Distribution (VD): 1.456 Fu: 40.80%

ADMET: Metabolism

CYP1A2-inhibitor: 0.006 CYP1A2-substrate: 0.947
CYP2C19-inhibitor: 0.125 CYP2C19-substrate: 0.525
CYP2C9-inhibitor: 0.141 CYP2C9-substrate: 0.004
CYP2D6-inhibitor: 0.004 CYP2D6-substrate: 0.024
CYP3A4-inhibitor: 0.581 CYP3A4-substrate: 0.918

ADMET: Excretion

Clearance (CL): 1.661 Half-life (T1/2): 0.109

ADMET: Toxicity

hERG Blockers: 0.001 Human Hepatotoxicity (H-HT): 0.966
Drug-inuced Liver Injury (DILI): 0.97 AMES Toxicity: 0.99
Rat Oral Acute Toxicity: 0.9 Maximum Recommended Daily Dose: 0.1
Skin Sensitization: 0.369 Carcinogencity: 0.969
Eye Corrosion: 0.73 Eye Irritation: 0.347
Respiratory Toxicity: 0.749
*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
ENC003179 1.000 D03ZZK 0.242
ENC005316 1.000 D0H2MO 0.241
ENC006041 0.880 D0G7KJ 0.236
ENC005315 0.821 D0KR9U 0.233
ENC003776 0.767 D0OL7F 0.222
ENC004311 0.754 D09SIK 0.214
ENC003309 0.741 D08BDT 0.213
ENC006040 0.714 D09WYX 0.213
ENC004811 0.646 D06XHC 0.205
ENC004812 0.646 D01ZOG 0.201
*Note: the compound similarity was calculated by RDKIT.