Natural Product: ENC002272

NPs Basic Information

Download MOL File
Name
Callitrin
Molecular Formula C15H22O2
IUPAC Name*
(3R,3aR,5R,6R,7aR)-6-ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-3,3a,4,5,7,7a-hexahydro-1-benzofuran-2-one
SMILES
C[C@@H]1[C@H]2C[C@@H]([C@@](C[C@H]2OC1=O)(C)C=C)C(=C)C
InChI
InChI=1S/C15H22O2/c1-6-15(5)8-13-11(7-12(15)9(2)3)10(4)14(16)17-13/h6,10-13H,1-2,7-8H2,3-5H3/t10-,11-,12-,13-,15+/m1/s1
InChIKey
HHMGIPSZHRMYCD-HVNMYJMUSA-N
Synonyms
Callitrin; (3R,3aR,5R,6R,7aR)-3,6-Dimethyl-5-(prop-1-en-2-yl)-6-vinylhexahydrobenzofuran-2(3H)-one; 2(3H)-Benzofuranone, 6-ethenylhexahydro-3,6-dimethyl-5-(1-methylethenyl)-, (3R,3aR,5R,6R,7aR)-; 2(3H)-Benzofuranone, 6-ethenylhexahydro-3,6-dimethyl-5-(1-methylethenyl)-, [3R-(3.alpha.,3a.alpha.,5.alpha.,6.beta.,7a.alpha.)]-; 66964-63-4
CAS NA
PubChem CID 14038380
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: Terpene lactones
          • Direct Parent: Terpene lactones

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: 234.33 ALogp: 4.2
HBD: 0 HBA: 2
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 26.3 Aromatic Rings: 2
Heavy Atoms: 17 QED Weighted: 0.531

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.613 MDCK Permeability: 0.00002990
Pgp-inhibitor: 0.008 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.005 20% Bioavailability (F20%): 0.01
30% Bioavailability (F30%): 0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.119 Plasma Protein Binding (PPB): 80.08%
Volume Distribution (VD): 1.631 Fu: 25.17%

ADMET: Metabolism

CYP1A2-inhibitor: 0.144 CYP1A2-substrate: 0.278
CYP2C19-inhibitor: 0.126 CYP2C19-substrate: 0.865
CYP2C9-inhibitor: 0.082 CYP2C9-substrate: 0.402
CYP2D6-inhibitor: 0.024 CYP2D6-substrate: 0.495
CYP3A4-inhibitor: 0.859 CYP3A4-substrate: 0.462

ADMET: Excretion

Clearance (CL): 2.773 Half-life (T1/2): 0.228

ADMET: Toxicity

hERG Blockers: 0.023 Human Hepatotoxicity (H-HT): 0.437
Drug-inuced Liver Injury (DILI): 0.447 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.057 Maximum Recommended Daily Dose: 0.147
Skin Sensitization: 0.408 Carcinogencity: 0.114
Eye Corrosion: 0.567 Eye Irritation: 0.895
Respiratory Toxicity: 0.828
*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
ENC001925 0.400 D0K7LU 0.288
ENC001895 0.400 D0S3WH 0.247
ENC003248 0.353 D04SFH 0.228
ENC003099 0.338 D0G6AB 0.216
ENC003670 0.328 D0I2SD 0.202
ENC003551 0.324 D03UQM 0.200
ENC003753 0.321 D07BSQ 0.198
ENC002226 0.313 D0P0HT 0.194
ENC000782 0.313 D0D2TN 0.192
ENC003480 0.311 D08PIQ 0.192
*Note: the compound similarity was calculated by RDKIT.