Natural Product: ENC001862

NPs Basic Information

Download MOL File
Name
Stemphone
Molecular Formula C30H42O8
IUPAC Name*
[(E,2S,3S)-2-[(3R,4aR,6aR,12S,12aS,12bR)-12-hydroxy-3-(2-hydroxypropan-2-yl)-6a,12b-dimethyl-8,11-dioxo-1,2,3,4a,5,6,12,12a-octahydropyrano[3,2-a]xanthen-9-yl]-4-methylhex-4-en-3-yl] acetate
SMILES
C/C=C(\C)/[C@H]([C@@H](C)C1=CC(=O)C2=C(C1=O)O[C@@]3(CC[C@@H]4[C@@]([C@H]3[C@@H]2O)(CC[C@@H](O4)C(C)(C)O)C)C)OC(=O)C
InChI
InChI=1S/C30H42O8/c1-9-15(2)25(36-17(4)31)16(3)18-14-19(32)22-24(34)27-29(7)12-10-20(28(5,6)35)37-21(29)11-13-30(27,8)38-26(22)23(18)33/h9,14,16,20-21,24-25,27,34-35H,10-13H2,1-8H3/b15-9+/t16-,20+,21+,24+,25+,27+,29-,30+/m0/s1
InChIKey
CGFWCZMBHASRBJ-CCZFOCGKSA-N
Synonyms
Stemphone; 54854-92-1; [(E,2S,3S)-2-[(3R,4aR,6aR,12S,12aS,12bR)-12-hydroxy-3-(2-hydroxypropan-2-yl)-6a,12b-dimethyl-8,11-dioxo-1,2,3,4a,5,6,12,12a-octahydropyrano[3,2-a]xanthen-9-yl]-4-methylhex-4-en-3-yl] acetate; Cochlioquinone A, 21,22-didehydro-, (21E)-; CHEMBL2288178; BDBM50529932
CAS 54854-92-1
PubChem CID 6441692
ChEMBL ID CHEMBL2288178
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Oxanes
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Oxanes

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: 530.6 ALogp: 3.2
HBD: 2 HBA: 8
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 119.0 Aromatic Rings: 4
Heavy Atoms: 38 QED Weighted: 0.304

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.798 MDCK Permeability: 0.00001550
Pgp-inhibitor: 0.861 Pgp-substrate: 0.064
Human Intestinal Absorption (HIA): 0.065 20% Bioavailability (F20%): 0.017
30% Bioavailability (F30%): 0.063

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.151 Plasma Protein Binding (PPB): 99.14%
Volume Distribution (VD): 1.025 Fu: 4.54%

ADMET: Metabolism

CYP1A2-inhibitor: 0.046 CYP1A2-substrate: 0.228
CYP2C19-inhibitor: 0.056 CYP2C19-substrate: 0.481
CYP2C9-inhibitor: 0.342 CYP2C9-substrate: 0.33
CYP2D6-inhibitor: 0.196 CYP2D6-substrate: 0.145
CYP3A4-inhibitor: 0.477 CYP3A4-substrate: 0.466

ADMET: Excretion

Clearance (CL): 1.85 Half-life (T1/2): 0.083

ADMET: Toxicity

hERG Blockers: 0.011 Human Hepatotoxicity (H-HT): 0.935
Drug-inuced Liver Injury (DILI): 0.546 AMES Toxicity: 0.058
Rat Oral Acute Toxicity: 0.817 Maximum Recommended Daily Dose: 0.817
Skin Sensitization: 0.141 Carcinogencity: 0.015
Eye Corrosion: 0.003 Eye Irritation: 0.07
Respiratory Toxicity: 0.112
*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
ENC000943 0.788 D0W5LS 0.262
ENC002182 0.786 D0V2JK 0.250
ENC004572 0.786 D0W2EK 0.250
ENC002674 0.717 D0X7XG 0.250
ENC003011 0.600 D02CJX 0.248
ENC004571 0.561 D0X4RS 0.241
ENC003638 0.548 D0H2MO 0.241
ENC005796 0.548 D08BDT 0.236
ENC002924 0.540 D09WYX 0.235
ENC004573 0.523 D04SFH 0.234
*Note: the compound similarity was calculated by RDKIT.