Natural Product: ENC001619

NPs Basic Information

Download MOL File
Name
alpha-Guaiene
Molecular Formula C15H24
IUPAC Name*
(1S,4S,7R)-1,4-dimethyl-7-prop-1-en-2-yl-1,2,3,4,5,6,7,8-octahydroazulene
SMILES
C[C@H]1CC[C@H](CC2=C1CC[C@@H]2C)C(=C)C
InChI
InChI=1S/C15H24/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h11-13H,1,5-9H2,2-4H3/t11-,12-,13+/m0/s1
InChIKey
ADIDQIZBYUABQK-RWMBFGLXSA-N
Synonyms
alpha-Guaiene; Guaia-1(5),11-diene; 3691-12-1; (1S,4S,7R)-1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,4,5,6,7,8-octahydroazulene; (1S,4S,7R)-1,4-dimethyl-7-prop-1-en-2-yl-1,2,3,4,5,6,7,8-octahydroazulene; Azulene, 1,2,3,4,5,6,7,8-octahydro-1,4-dimethyl-7-(1-methylethenyl)-, [1S-(1.alpha.,4.alpha.,7.alpha.)]-; DTXSID5052046; CHEBI:63443; 7-Isopropenyl-1,4-dimethyl-1,2,3,4,5,6,7,8-octahydroazulene-, [1S-(1.alpha.,4.alpha.,7.alpha.)]-; ZINC70454368; C20161; Q5613309
CAS 3691-12-1
PubChem CID 5317844
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: Sesquiterpenoids

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: 4.6
HBD: 0 HBA: 0
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 0.0 Aromatic Rings: 2
Heavy Atoms: 15 QED Weighted: 0.518

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.584 MDCK Permeability: 0.00001520
Pgp-inhibitor: 0.977 Pgp-substrate: 0.006
Human Intestinal Absorption (HIA): 0.004 20% Bioavailability (F20%): 0.931
30% Bioavailability (F30%): 0.032

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.416 Plasma Protein Binding (PPB): 95.06%
Volume Distribution (VD): 3.288 Fu: 2.73%

ADMET: Metabolism

CYP1A2-inhibitor: 0.607 CYP1A2-substrate: 0.531
CYP2C19-inhibitor: 0.297 CYP2C19-substrate: 0.571
CYP2C9-inhibitor: 0.35 CYP2C9-substrate: 0.367
CYP2D6-inhibitor: 0.119 CYP2D6-substrate: 0.833
CYP3A4-inhibitor: 0.41 CYP3A4-substrate: 0.344

ADMET: Excretion

Clearance (CL): 8.168 Half-life (T1/2): 0.095

ADMET: Toxicity

hERG Blockers: 0.021 Human Hepatotoxicity (H-HT): 0.093
Drug-inuced Liver Injury (DILI): 0.594 AMES Toxicity: 0.022
Rat Oral Acute Toxicity: 0.327 Maximum Recommended Daily Dose: 0.948
Skin Sensitization: 0.095 Carcinogencity: 0.867
Eye Corrosion: 0.548 Eye Irritation: 0.941
Respiratory Toxicity: 0.918
*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
ENC000839 1.000 D0I2SD 0.225
ENC001013 0.585 D04SFH 0.225
ENC000567 0.489 D0F1UL 0.221
ENC000808 0.464 D07BSQ 0.221
ENC000787 0.390 D0G8OC 0.210
ENC001295 0.390 D04CSZ 0.207
ENC000411 0.373 D0W3OS 0.207
ENC001832 0.367 D0B4RU 0.207
ENC001829 0.344 D0K0EK 0.205
ENC002219 0.333 D0T7ZQ 0.205
*Note: the compound similarity was calculated by RDKIT.