Natural Product: ENC003443

NPs Basic Information

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Name
(2R)-6-[(1E,3E,5E)-6-[(2R,3R,3aR,4R,5R,6aR)-2-ethyl-3,4-dihydroxy-3,3a-dimethyl-2,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]hexa-1,3,5-trienyl]-2,3,3,7-tetramethyl-2H-furo[3,2-c]pyran-4-one
Molecular Formula C27H36O7
IUPAC Name*
(2R)-6-[(1E,3E,5E)-6-[(2R,3R,3aR,4R,5R,6aR)-2-ethyl-3,4-dihydroxy-3,3a-dimethyl-2,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]hexa-1,3,5-trienyl]-2,3,3,7-tetramethyl-2H-furo[3,2-c]pyran-4-one
SMILES
CC[C@@H]1[C@]([C@]2([C@H]([C@H](O[C@@H]2O1)/C=C/C=C/C=C/C3=C(C4=C(C(=O)O3)C([C@H](O4)C)(C)C)C)O)C)(C)O
InChI
InChI=1S/C27H36O7/c1-8-19-27(7,30)26(6)22(28)18(33-24(26)34-19)14-12-10-9-11-13-17-15(2)21-20(23(29)32-17)25(4,5)16(3)31-21/h9-14,16,18-19,22,24,28,30H,8H2,1-7H3/b10-9+,13-11+,14-12+/t16-,18-,19-,22+,24-,26+,27+/m1/s1
InChIKey
XEVKZSAFNVBSSK-JKWMLAQSSA-N
Synonyms
Avertoxin D; J3.513.369K
CAS NA
PubChem CID 132605275
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Furofurans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Furofurans

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: 472.6 ALogp: 3.5
HBD: 2 HBA: 7
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 94.4 Aromatic Rings: 4
Heavy Atoms: 34 QED Weighted: 0.611

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.895 MDCK Permeability: 0.00001100
Pgp-inhibitor: 0.132 Pgp-substrate: 0.764
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.002
30% Bioavailability (F30%): 0.005

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.051 Plasma Protein Binding (PPB): 87.67%
Volume Distribution (VD): 1.347 Fu: 6.07%

ADMET: Metabolism

CYP1A2-inhibitor: 0.242 CYP1A2-substrate: 0.69
CYP2C19-inhibitor: 0.612 CYP2C19-substrate: 0.779
CYP2C9-inhibitor: 0.872 CYP2C9-substrate: 0.958
CYP2D6-inhibitor: 0.828 CYP2D6-substrate: 0.864
CYP3A4-inhibitor: 0.784 CYP3A4-substrate: 0.868

ADMET: Excretion

Clearance (CL): 1.538 Half-life (T1/2): 0.257

ADMET: Toxicity

hERG Blockers: 0.267 Human Hepatotoxicity (H-HT): 0.988
Drug-inuced Liver Injury (DILI): 0.96 AMES Toxicity: 0.558
Rat Oral Acute Toxicity: 0.808 Maximum Recommended Daily Dose: 0.951
Skin Sensitization: 0.566 Carcinogencity: 0.017
Eye Corrosion: 0.003 Eye Irritation: 0.017
Respiratory Toxicity: 0.401
*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
ENC001850 0.657 D04JMQ 0.214
ENC005399 0.609 D02YIZ 0.210
ENC005400 0.569 D0Z1ZM 0.206
ENC005994 0.395 D03HJK 0.200
ENC003144 0.373 D0W2EK 0.200
ENC005401 0.371 D0E9KA 0.200
ENC005765 0.359 D0TG7I 0.197
ENC005764 0.359 D0FG6M 0.188
ENC003250 0.247 D06ZUP 0.188
ENC004533 0.241 D0H2MO 0.184
*Note: the compound similarity was calculated by RDKIT.