Natural Product: ENC001868

NPs Basic Information

Download MOL File
Name
7-hydroxy-1-[(E)-7-hydroxy-6-methylhept-5-en-2-yl]-3a-methyl-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-8-one
Molecular Formula C21H30O4
IUPAC Name*
7-hydroxy-1-[(E)-7-hydroxy-6-methylhept-5-en-2-yl]-3a-methyl-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-8-one
SMILES
CC(CC/C=C(\C)/CO)C1=CCC2(C1CC3=C(O2)CCC(C3=O)O)C
InChI
InChI=1S/C21H30O4/c1-13(12-22)5-4-6-14(2)15-9-10-21(3)17(15)11-16-19(25-21)8-7-18(23)20(16)24/h5,9,14,17-18,22-23H,4,6-8,10-12H2,1-3H3/b13-5+
InChIKey
KOATXBNOVXBDJE-WLRTZDKTSA-N
Synonyms
Tricycloalternarene 2b; 103873-59-2; 7-hydroxy-1-[(E)-7-hydroxy-6-methylhept-5-en-2-yl]-3a-methyl-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-8-one; ACTG Toxin D; CHEBI:181300; NCGC00380084-01; Cyclopenta(b)(1)benzopyran-8(3H)-one, 3a,5,6,7,9,9a-hexahydro-7-hydroxy-1-(6-hydroxy-1,5-dimethyl-4-hexenyl)-3a-methyl-; NCGC00380084-01_C21H30O4_Benzo[b]cyclopenta[e]pyran-8(3H)-one, 3a,5,6,7,9,9a-hexahydro-7-hydroxy-1-[(4E)-6-hydroxy-1,5-dimethyl-4-hexen-1-yl]-3a-methyl-
CAS 103873-59-2
PubChem CID 6443493
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: 346.5 ALogp: 2.7
HBD: 2 HBA: 4
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 66.8 Aromatic Rings: 3
Heavy Atoms: 25 QED Weighted: 0.733

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.643 MDCK Permeability: 0.00001980
Pgp-inhibitor: 0.001 Pgp-substrate: 0.012
Human Intestinal Absorption (HIA): 0.015 20% Bioavailability (F20%): 0.285
30% Bioavailability (F30%): 0.037

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.153 Plasma Protein Binding (PPB): 99.08%
Volume Distribution (VD): 1.745 Fu: 1.16%

ADMET: Metabolism

CYP1A2-inhibitor: 0.367 CYP1A2-substrate: 0.657
CYP2C19-inhibitor: 0.163 CYP2C19-substrate: 0.532
CYP2C9-inhibitor: 0.253 CYP2C9-substrate: 0.568
CYP2D6-inhibitor: 0.543 CYP2D6-substrate: 0.859
CYP3A4-inhibitor: 0.157 CYP3A4-substrate: 0.298

ADMET: Excretion

Clearance (CL): 14.074 Half-life (T1/2): 0.772

ADMET: Toxicity

hERG Blockers: 0.031 Human Hepatotoxicity (H-HT): 0.524
Drug-inuced Liver Injury (DILI): 0.031 AMES Toxicity: 0.013
Rat Oral Acute Toxicity: 0.094 Maximum Recommended Daily Dose: 0.107
Skin Sensitization: 0.916 Carcinogencity: 0.095
Eye Corrosion: 0.003 Eye Irritation: 0.029
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
ENC005805 1.000 D0T2PL 0.238
ENC005806 0.795 D04VIS 0.234
ENC001869 0.792 D02VPX 0.231
ENC003212 0.704 D08SVH 0.228
ENC003124 0.655 D0K5WS 0.225
ENC003577 0.640 D0L7AS 0.222
ENC005807 0.624 D04ATM 0.221
ENC003211 0.551 D0Y7IU 0.220
ENC003123 0.511 D04QNO 0.220
ENC003122 0.421 D02ZGI 0.218
*Note: the compound similarity was calculated by RDKIT.