Natural Product: ENC002191

NPs Basic Information

Download MOL File
Name
Citreoanthrasteroid A
Molecular Formula C28H40O2
IUPAC Name*
(3R,3aR,8S,11bR)-3-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-8-hydroxy-3a,6-dimethyl-2,3,4,7,8,9,10,11b-octahydro-1H-cyclopenta[a]anthracen-5-one
SMILES
CC1=C2C[C@H](CCC2=CC3=C1C(=O)C[C@]4([C@H]3CC[C@@H]4[C@H](C)/C=C/[C@H](C)C(C)C)C)O
InChI
InChI=1S/C28H40O2/c1-16(2)17(3)7-8-18(4)24-11-12-25-23-13-20-9-10-21(29)14-22(20)19(5)27(23)26(30)15-28(24,25)6/h7-8,13,16-18,21,24-25,29H,9-12,14-15H2,1-6H3/b8-7+/t17-,18+,21-,24+,25-,28+/m0/s1
InChIKey
JEBBAGYMMFYRSR-ONNGXECCSA-N
Synonyms
Citreoanthrasteroid A; Citreoanthrasteroide A
CAS NA
PubChem CID 11750171
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: 408.6 ALogp: 6.8
HBD: 1 HBA: 2
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 37.3 Aromatic Rings: 4
Heavy Atoms: 30 QED Weighted: 0.586

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.772 MDCK Permeability: 0.00002130
Pgp-inhibitor: 0.946 Pgp-substrate: 0.921
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.903
30% Bioavailability (F30%): 0.935

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.021 Plasma Protein Binding (PPB): 93.02%
Volume Distribution (VD): 1.294 Fu: 2.47%

ADMET: Metabolism

CYP1A2-inhibitor: 0.105 CYP1A2-substrate: 0.855
CYP2C19-inhibitor: 0.224 CYP2C19-substrate: 0.932
CYP2C9-inhibitor: 0.38 CYP2C9-substrate: 0.39
CYP2D6-inhibitor: 0.095 CYP2D6-substrate: 0.538
CYP3A4-inhibitor: 0.621 CYP3A4-substrate: 0.849

ADMET: Excretion

Clearance (CL): 2.4 Half-life (T1/2): 0.057

ADMET: Toxicity

hERG Blockers: 0.016 Human Hepatotoxicity (H-HT): 0.364
Drug-inuced Liver Injury (DILI): 0.121 AMES Toxicity: 0.015
Rat Oral Acute Toxicity: 0.887 Maximum Recommended Daily Dose: 0.983
Skin Sensitization: 0.05 Carcinogencity: 0.005
Eye Corrosion: 0.003 Eye Irritation: 0.027
Respiratory Toxicity: 0.931
*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
ENC006033 0.547 D06JPB 0.500
ENC005707 0.486 D0G8OC 0.486
ENC004738 0.486 D0G5CF 0.451
ENC001092 0.486 D0N1TP 0.344
ENC002665 0.473 D0K5WS 0.333
ENC003120 0.465 D01QUS 0.320
ENC004906 0.465 D08SVH 0.312
ENC006035 0.461 D02ZGI 0.302
ENC003053 0.461 D02VPX 0.296
ENC004864 0.461 D0Y7LD 0.289
*Note: the compound similarity was calculated by RDKIT.