Natural Product: ENC002037

NPs Basic Information

Download MOL File
Name
Arisugacin C
Molecular Formula C27H32O6
IUPAC Name*
(1R,2R,7S,10R)-7-hydroxy-14-(4-methoxyphenyl)-2,6,6,10-tetramethyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-diene-5,16-dione
SMILES
C[C@]12CCC(=O)C([C@@]1(CC[C@@]3([C@@H]2CC4=C(O3)C=C(OC4=O)C5=CC=C(C=C5)OC)C)O)(C)C
InChI
InChI=1S/C27H32O6/c1-24(2)22(28)10-11-25(3)21-14-18-20(33-26(21,4)12-13-27(24,25)30)15-19(32-23(18)29)16-6-8-17(31-5)9-7-16/h6-9,15,21,30H,10-14H2,1-5H3/t21-,25-,26-,27-/m1/s1
InChIKey
XKDGQMPLQPRTCS-HHPVDLARSA-N
Synonyms
Arisugacin C; CHEMBL3632852; (4aS,6aR,12aR,12bR)-4a-hydroxy-9-(4-methoxyphenyl)-4,4,6a,12b-tetramethyl-1,4a,5,6,6a,12,12a,12b-octahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,11(4H)-dione; CHEBI:65437; BDBM50130210; Q27133882; (1R,2R,7S,10R)-7-hydroxy-14-(4-methoxyphenyl)-2,6,6,10-tetramethyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-diene-5,16-dione
CAS NA
PubChem CID 10503812
ChEMBL ID CHEMBL3632852
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Naphthopyrans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Naphthopyrans

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: 452.5 ALogp: 3.7
HBD: 1 HBA: 6
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 82.1 Aromatic Rings: 5
Heavy Atoms: 33 QED Weighted: 0.688

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.775 MDCK Permeability: 0.00002050
Pgp-inhibitor: 0.985 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.012 20% Bioavailability (F20%): 0.069
30% Bioavailability (F30%): 0.954

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.353 Plasma Protein Binding (PPB): 91.16%
Volume Distribution (VD): 0.653 Fu: 7.01%

ADMET: Metabolism

CYP1A2-inhibitor: 0.526 CYP1A2-substrate: 0.926
CYP2C19-inhibitor: 0.786 CYP2C19-substrate: 0.802
CYP2C9-inhibitor: 0.779 CYP2C9-substrate: 0.848
CYP2D6-inhibitor: 0.333 CYP2D6-substrate: 0.895
CYP3A4-inhibitor: 0.865 CYP3A4-substrate: 0.522

ADMET: Excretion

Clearance (CL): 6.782 Half-life (T1/2): 0.336

ADMET: Toxicity

hERG Blockers: 0.597 Human Hepatotoxicity (H-HT): 0.66
Drug-inuced Liver Injury (DILI): 0.671 AMES Toxicity: 0.014
Rat Oral Acute Toxicity: 0.602 Maximum Recommended Daily Dose: 0.904
Skin Sensitization: 0.07 Carcinogencity: 0.713
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.943
*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
ENC003231 0.752 D06XZW 0.273
ENC003130 0.731 D0P1UX 0.267
ENC003232 0.632 D0J1ML 0.258
ENC005020 0.452 D0N0RU 0.258
ENC002118 0.443 D06HBQ 0.252
ENC002192 0.442 D0V4WD 0.250
ENC000932 0.415 D09WKB 0.250
ENC002044 0.406 D03SKD 0.248
ENC002102 0.393 D02DPU 0.248
ENC003422 0.390 D04UTT 0.243
*Note: the compound similarity was calculated by RDKIT.