Natural Product: ENC000588

NPs Basic Information

Download MOL File
Name
beta-Chamigrene
Molecular Formula C15H24
IUPAC Name*
5,5,9-trimethyl-1-methylidenespiro[5.5]undec-9-ene
SMILES
CC1=CCC2(CC1)C(=C)CCCC2(C)C
InChI
InChI=1S/C15H24/c1-12-7-10-15(11-8-12)13(2)6-5-9-14(15,3)4/h7H,2,5-6,8-11H2,1,3-4H3
InChIKey
WLNGPDPILFYWKF-UHFFFAOYSA-N
Synonyms
.beta.-Chamigrene; Chamigrene; Chamigren; 3,7,7-trimethyl-11-methylidenespiro[5.5]undec-2-ene; Spiro[5.5]undec-2-ene, 3,7,7-trimethyl-11-methylene-, (-)-; CHEBI:61744; DB-065465; FT-0773907; 3,7,7-Trimethyl-11-methylenespiro[5.5]undeca-2-ene; 5,5,9-trimethyl-1-methylidenespiro[5.5]undec-9-ene; Q27131361; 3,7,7-Trimethyl-11-methylenespiro[5.5]undec-2-ene #; Spiro[5.5]undec-2-ene, 3,7,7-trimethyl-11-methylene-, (R)-
CAS NA
PubChem CID 29073
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: Chamigranes

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: 4.7
HBD: 0 HBA: 0
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 0.0 Aromatic Rings: 2
Heavy Atoms: 15 QED Weighted: 0.472

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.501 MDCK Permeability: 0.00001170
Pgp-inhibitor: 0.653 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.002 20% Bioavailability (F20%): 0.924
30% Bioavailability (F30%): 0.473

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.236 Plasma Protein Binding (PPB): 94.16%
Volume Distribution (VD): 3.43 Fu: 5.84%

ADMET: Metabolism

CYP1A2-inhibitor: 0.566 CYP1A2-substrate: 0.636
CYP2C19-inhibitor: 0.605 CYP2C19-substrate: 0.929
CYP2C9-inhibitor: 0.411 CYP2C9-substrate: 0.894
CYP2D6-inhibitor: 0.024 CYP2D6-substrate: 0.683
CYP3A4-inhibitor: 0.333 CYP3A4-substrate: 0.215

ADMET: Excretion

Clearance (CL): 9.268 Half-life (T1/2): 0.058

ADMET: Toxicity

hERG Blockers: 0.022 Human Hepatotoxicity (H-HT): 0.554
Drug-inuced Liver Injury (DILI): 0.03 AMES Toxicity: 0.011
Rat Oral Acute Toxicity: 0.1 Maximum Recommended Daily Dose: 0.101
Skin Sensitization: 0.05 Carcinogencity: 0.849
Eye Corrosion: 0.328 Eye Irritation: 0.96
Respiratory Toxicity: 0.954
*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
ENC001135 0.577 D0Z1XD 0.244
ENC002199 0.390 D0G8BV 0.235
ENC001663 0.390 D07BSQ 0.235
ENC001077 0.377 D0K0EK 0.235
ENC002337 0.371 D06XMU 0.235
ENC001813 0.367 D0L2LS 0.233
ENC001826 0.367 D0A2AJ 0.230
ENC001080 0.367 D02CNR 0.229
ENC001630 0.367 D0F2AK 0.227
ENC001565 0.367 D04GJN 0.225
*Note: the compound similarity was calculated by RDKIT.