Natural Product: ENC002340

NPs Basic Information

Download MOL File
Name
alpha-Gurjunene
Molecular Formula C15H24
IUPAC Name*
(1aR,4R,4aR,7bS)-1,1,4,7-tetramethyl-1a,2,3,4,4a,5,6,7b-octahydrocyclopropa[e]azulene
SMILES
C[C@@H]1CC[C@@H]2[C@@H](C2(C)C)C3=C(CC[C@H]13)C
InChI
InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h9,11-12,14H,5-8H2,1-4H3/t9-,11-,12-,14-/m1/s1
InChIKey
SPCXZDDGSGTVAW-XIDUGBJDSA-N
Synonyms
alpha-Gurjunene; (-)-alpha-Gurjunene; 489-40-7; (1aR,4R,4aR,7bS)-1,1,4,7-tetramethyl-1a,2,3,4,4a,5,6,7b-octahydro-1H-cyclopropa[e]azulene; alpha-Grujunene; Gurjunene-alpha; DTXSID0052126; CHEBI:61699; ZINC59200506; C19734; Q27131296; (1aR,4R,4aR,7bS)-1,1,4,7-tetramethyl-1a,2,3,4,4a,5,6,7b-octahydrocyclopropa[e]azulene
CAS 489-40-7
PubChem CID 15560276
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Sesquiterpenoids
          • Direct Parent: 5,10-cycloaromadendrane s

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: 204.35 ALogp: 4.1
HBD: 0 HBA: 0
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 0.0 Aromatic Rings: 3
Heavy Atoms: 15 QED Weighted: 0.491

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.585 MDCK Permeability: 0.00001880
Pgp-inhibitor: 0.124 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.003 20% Bioavailability (F20%): 0.511
30% Bioavailability (F30%): 0.486

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.132 Plasma Protein Binding (PPB): 97.57%
Volume Distribution (VD): 5.067 Fu: 1.91%

ADMET: Metabolism

CYP1A2-inhibitor: 0.723 CYP1A2-substrate: 0.592
CYP2C19-inhibitor: 0.471 CYP2C19-substrate: 0.894
CYP2C9-inhibitor: 0.548 CYP2C9-substrate: 0.389
CYP2D6-inhibitor: 0.033 CYP2D6-substrate: 0.144
CYP3A4-inhibitor: 0.478 CYP3A4-substrate: 0.421

ADMET: Excretion

Clearance (CL): 9.203 Half-life (T1/2): 0.089

ADMET: Toxicity

hERG Blockers: 0.011 Human Hepatotoxicity (H-HT): 0.207
Drug-inuced Liver Injury (DILI): 0.593 AMES Toxicity: 0.003
Rat Oral Acute Toxicity: 0.317 Maximum Recommended Daily Dose: 0.125
Skin Sensitization: 0.107 Carcinogencity: 0.036
Eye Corrosion: 0.939 Eye Irritation: 0.917
Respiratory Toxicity: 0.712
*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
ENC003084 0.439 D0S3WH 0.293
ENC002222 0.400 D0N6FH 0.276
ENC002374 0.390 D00YWP 0.273
ENC001408 0.377 D0Y5ZA 0.272
ENC003074 0.377 D04SFH 0.267
ENC001321 0.367 D06XMU 0.266
ENC000808 0.367 D07BSQ 0.265
ENC003090 0.367 D0F1UL 0.265
ENC003089 0.359 D0V2JK 0.264
ENC001192 0.349 D08QMX 0.256
*Note: the compound similarity was calculated by RDKIT.