Natural Product: ENC002128

NPs Basic Information

Download MOL File
Name
(-)-Rasfonin
Molecular Formula C25H38O6
IUPAC Name*
[(2R,3R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl] (2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
SMILES
C/C=C(\C)/C[C@H](C)C[C@H](C)[C@@H]1[C@@H](C=CC(=O)O1)OC(=O)/C=C/C(=C/[C@H](CCO)CO)/C
InChI
InChI=1S/C25H38O6/c1-6-17(2)13-19(4)14-20(5)25-22(8-10-24(29)31-25)30-23(28)9-7-18(3)15-21(16-27)11-12-26/h6-10,15,19-22,25-27H,11-14,16H2,1-5H3/b9-7+,17-6+,18-15+/t19-,20-,21-,22+,25+/m0/s1
InChIKey
OHRGHFXATDKGOV-FXYCKZMJSA-N
Synonyms
(-)-Rasfonin; Rasfonin; 303156-68-5; (2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methyl-2,4-octadienoic acid, (2R,3R)-3,6-dihydro-6-oxo-2-[(1S,3R,5E)-1,3,5-trimethyl-5-hepten-1-yl]-2H-pyran-3-yl ester; (a?-Rasfonin; DTXSID301043830; ZINC35465241; HY-121532; CS-0082478; [(2R,3R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl] (2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CAS 303156-68-5
PubChem CID 11259090
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Fatty Acyls
        • Subclass: Fatty alcohols
          • Direct Parent: Fatty alcohols

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: 434.6 ALogp: 4.9
HBD: 2 HBA: 6
Rotatable Bonds: 13 Lipinski's rule of five: Accepted
Polar Surface Area: 93.1 Aromatic Rings: 1
Heavy Atoms: 31 QED Weighted: 0.203

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.748 MDCK Permeability: 0.00002770
Pgp-inhibitor: 0.954 Pgp-substrate: 0.011
Human Intestinal Absorption (HIA): 0.942 20% Bioavailability (F20%): 0.968
30% Bioavailability (F30%): 0.975

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.944 Plasma Protein Binding (PPB): 94.46%
Volume Distribution (VD): 1.588 Fu: 3.67%

ADMET: Metabolism

CYP1A2-inhibitor: 0.07 CYP1A2-substrate: 0.087
CYP2C19-inhibitor: 0.259 CYP2C19-substrate: 0.448
CYP2C9-inhibitor: 0.822 CYP2C9-substrate: 0.075
CYP2D6-inhibitor: 0.087 CYP2D6-substrate: 0.074
CYP3A4-inhibitor: 0.91 CYP3A4-substrate: 0.344

ADMET: Excretion

Clearance (CL): 10.508 Half-life (T1/2): 0.877

ADMET: Toxicity

hERG Blockers: 0.073 Human Hepatotoxicity (H-HT): 0.937
Drug-inuced Liver Injury (DILI): 0.019 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.087 Maximum Recommended Daily Dose: 0.983
Skin Sensitization: 0.971 Carcinogencity: 0.051
Eye Corrosion: 0.003 Eye Irritation: 0.022
Respiratory Toxicity: 0.891
*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
ENC005693 0.392 D02RQU 0.231
ENC005692 0.381 D0N3NO 0.215
ENC006085 0.351 D0ZI4H 0.207
ENC001864 0.346 D03JSJ 0.192
ENC001863 0.346 D05XQE 0.190
ENC001858 0.315 D06WTZ 0.188
ENC003191 0.308 D0E9KA 0.186
ENC005574 0.301 D0B1IP 0.185
ENC005670 0.286 D05QDC 0.184
ENC003253 0.274 D0HD9K 0.183
*Note: the compound similarity was calculated by RDKIT.