Natural Product: ENC002034

NPs Basic Information

Download MOL File
Name
Stachybotramide
Molecular Formula C25H35NO5
IUPAC Name*
(3R,4aS,7R,8R,8aS)-3,4'-dihydroxy-7'-(2-hydroxyethyl)-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,8-dihydrofuro[2,3-e]isoindole]-6'-one
SMILES
C[C@@H]1CC[C@@H]2[C@@]([C@@]13CC4=C(C=C5C(=C4O3)CN(C5=O)CCO)O)(CC[C@H](C2(C)C)O)C
InChI
InChI=1S/C25H35NO5/c1-14-5-6-19-23(2,3)20(29)7-8-24(19,4)25(14)12-16-18(28)11-15-17(21(16)31-25)13-26(9-10-27)22(15)30/h11,14,19-20,27-29H,5-10,12-13H2,1-4H3/t14-,19+,20-,24+,25-/m1/s1
InChIKey
ZHECNBLIOXZXBL-TUJJLKMMSA-N
Synonyms
Stachybotramide; 149598-71-0; (3R,4aS,7R,8R,8aS)-3,4'-dihydroxy-7'-(2-hydroxyethyl)-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,8-dihydrofuro[2,3-e]isoindole]-6'-one; CHEMBL3104973; ZINC13367866; J3.599.011I; (2R,2'R,4a'S,6'R,8a'S)-4,6'-dihydroxy-7-(2-hydroxyethyl)-2',5',5',8a'-tetramethyl-3',4',4a',5',6',7,7',8,8',8a'-decahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-6(3H)-one
CAS NA
PubChem CID 10477748
ChEMBL ID CHEMBL3104973
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Isoindoles and derivative
        • Subclass: Isoindolines
          • Direct Parent: Isoindolones

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: 429.5 ALogp: 3.2
HBD: 3 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 90.2 Aromatic Rings: 5
Heavy Atoms: 31 QED Weighted: 0.661

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.116 MDCK Permeability: 0.00000921
Pgp-inhibitor: 0.084 Pgp-substrate: 0.96
Human Intestinal Absorption (HIA): 0.384 20% Bioavailability (F20%): 0.897
30% Bioavailability (F30%): 0.534

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.897 Plasma Protein Binding (PPB): 75.44%
Volume Distribution (VD): 2.774 Fu: 20.66%

ADMET: Metabolism

CYP1A2-inhibitor: 0.186 CYP1A2-substrate: 0.63
CYP2C19-inhibitor: 0.029 CYP2C19-substrate: 0.55
CYP2C9-inhibitor: 0.456 CYP2C9-substrate: 0.646
CYP2D6-inhibitor: 0.123 CYP2D6-substrate: 0.296
CYP3A4-inhibitor: 0.137 CYP3A4-substrate: 0.22

ADMET: Excretion

Clearance (CL): 9.84 Half-life (T1/2): 0.379

ADMET: Toxicity

hERG Blockers: 0.06 Human Hepatotoxicity (H-HT): 0.345
Drug-inuced Liver Injury (DILI): 0.057 AMES Toxicity: 0.393
Rat Oral Acute Toxicity: 0.87 Maximum Recommended Daily Dose: 0.96
Skin Sensitization: 0.895 Carcinogencity: 0.257
Eye Corrosion: 0.003 Eye Irritation: 0.167
Respiratory Toxicity: 0.913
*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
ENC002992 1.000 D04VIS 0.275
ENC003008 0.828 D0L2LS 0.261
ENC003019 0.810 D0Z1XD 0.259
ENC001965 0.792 D0Q6NZ 0.258
ENC005396 0.723 D03XOC 0.256
ENC002673 0.723 D0R7JT 0.254
ENC003020 0.723 D0IX6I 0.248
ENC003552 0.657 D0KR5B 0.248
ENC002996 0.653 D0U3GL 0.248
ENC002995 0.653 D04GJN 0.244
*Note: the compound similarity was calculated by RDKIT.