Natural Product: ENC003850

NPs Basic Information

Download MOL File
Name
Asperterpene L
Molecular Formula C27H36O9
IUPAC Name*
methyl (1R,2S,4aS,4bS,10aS)-9-hydroxy-2-[(2S)-2-hydroxy-3-methoxy-2-methyl-3-oxopropanoyl]-2,4b,8,8,10a-pentamethyl-3-methylidene-7,10-dioxo-4,4a,5,6-tetrahydro-1H-phenanthrene-1-carboxylate
SMILES
C[C@@]12CCC(=O)C(C1=C(C(=O)[C@]3([C@H]2CC(=C)[C@@]([C@@H]3C(=O)OC)(C)C(=O)[C@@](C)(C(=O)OC)O)C)O)(C)C
InChI
InChI=1S/C27H36O9/c1-13-12-14-24(4)11-10-15(28)23(2,3)17(24)16(29)19(30)26(14,6)18(20(31)35-8)25(13,5)21(32)27(7,34)22(33)36-9/h14,18,29,34H,1,10-12H2,2-9H3/t14-,18-,24-,25+,26-,27-/m0/s1
InChIKey
KLBQENYQBDKIGM-HLPFSFFKSA-N
Synonyms
CHEMBL4216625; Asperterpene L; BDBM50459490
CAS NA
PubChem CID 139590119
ChEMBL ID CHEMBL4216625
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Steroids and steroid deri
        • Subclass: Oxosteroids
          • Direct Parent: Oxosteroids

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: 504.6 ALogp: 1.7
HBD: 2 HBA: 9
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 144.0 Aromatic Rings: 3
Heavy Atoms: 36 QED Weighted: 0.334

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.509 MDCK Permeability: 0.00006290
Pgp-inhibitor: 0.905 Pgp-substrate: 0.515
Human Intestinal Absorption (HIA): 0.04 20% Bioavailability (F20%): 0.024
30% Bioavailability (F30%): 0.832

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.862 Plasma Protein Binding (PPB): 51.88%
Volume Distribution (VD): 0.431 Fu: 51.17%

ADMET: Metabolism

CYP1A2-inhibitor: 0.002 CYP1A2-substrate: 0.986
CYP2C19-inhibitor: 0.039 CYP2C19-substrate: 0.801
CYP2C9-inhibitor: 0.011 CYP2C9-substrate: 0.028
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.027
CYP3A4-inhibitor: 0.921 CYP3A4-substrate: 0.916

ADMET: Excretion

Clearance (CL): 4.69 Half-life (T1/2): 0.091

ADMET: Toxicity

hERG Blockers: 0 Human Hepatotoxicity (H-HT): 0.296
Drug-inuced Liver Injury (DILI): 0.551 AMES Toxicity: 0.052
Rat Oral Acute Toxicity: 0.053 Maximum Recommended Daily Dose: 0.012
Skin Sensitization: 0.389 Carcinogencity: 0.539
Eye Corrosion: 0.787 Eye Irritation: 0.296
Respiratory Toxicity: 0.977
*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
ENC003849 0.573 D0H2MO 0.255
ENC002162 0.552 D0X4RS 0.230
ENC005250 0.548 D0W5LS 0.225
ENC003284 0.422 D0Q4SD 0.222
ENC002369 0.422 D02HSB 0.220
ENC002033 0.352 D0F7NQ 0.219
ENC006004 0.333 D08BDT 0.217
ENC004115 0.329 D0O5WP 0.215
ENC005965 0.319 D0G4OD 0.210
ENC001949 0.312 D0G7KJ 0.209
*Note: the compound similarity was calculated by RDKIT.