Natural Product: ENC003780

NPs Basic Information

Download MOL File
Name
(2Z)-2-[(4S,5S,6S,8S,9S,10R,13R,14S,16S)-16-acetyloxy-6-hydroxy-4,8,10,14-tetramethyl-3,7-dioxo-5,6,9,11,12,13,15,16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
Molecular Formula C31H42O7
IUPAC Name*
(2Z)-2-[(4S,5S,6S,8S,9S,10R,13R,14S,16S)-16-acetyloxy-6-hydroxy-4,8,10,14-tetramethyl-3,7-dioxo-5,6,9,11,12,13,15,16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
SMILES
C[C@H]1[C@@H]2[C@@H](C(=O)[C@]3([C@H]([C@]2(C=CC1=O)C)CC[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)O)OC(=O)C)C)C)O
InChI
InChI=1S/C31H42O7/c1-16(2)9-8-10-19(28(36)37)24-20-11-12-23-29(5)14-13-21(33)17(3)25(29)26(34)27(35)31(23,7)30(20,6)15-22(24)38-18(4)32/h9,13-14,17,20,22-23,25-26,34H,8,10-12,15H2,1-7H3,(H,36,37)/b24-19-/t17-,20+,22+,23+,25-,26+,29-,30+,31-/m1/s1
InChIKey
ZGQQEJUGWPCCHA-SIZJDIOISA-N
Synonyms
Helvolinic acid
CAS NA
PubChem CID 139588222
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Steroids and steroid deri
        • Subclass: Steroid esters
          • Direct Parent: Steroid esters

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: 526.7 ALogp: 4.5
HBD: 2 HBA: 7
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 118.0 Aromatic Rings: 4
Heavy Atoms: 38 QED Weighted: 0.286

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.354 MDCK Permeability: 0.00002270
Pgp-inhibitor: 0.967 Pgp-substrate: 0.823
Human Intestinal Absorption (HIA): 0.04 20% Bioavailability (F20%): 0.061
30% Bioavailability (F30%): 0.937

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.956 Plasma Protein Binding (PPB): 93.23%
Volume Distribution (VD): 0.445 Fu: 8.21%

ADMET: Metabolism

CYP1A2-inhibitor: 0.01 CYP1A2-substrate: 0.117
CYP2C19-inhibitor: 0.019 CYP2C19-substrate: 0.574
CYP2C9-inhibitor: 0.047 CYP2C9-substrate: 0.068
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.057
CYP3A4-inhibitor: 0.225 CYP3A4-substrate: 0.2

ADMET: Excretion

Clearance (CL): 3.278 Half-life (T1/2): 0.268

ADMET: Toxicity

hERG Blockers: 0.001 Human Hepatotoxicity (H-HT): 0.326
Drug-inuced Liver Injury (DILI): 0.448 AMES Toxicity: 0.005
Rat Oral Acute Toxicity: 0.835 Maximum Recommended Daily Dose: 0.034
Skin Sensitization: 0.318 Carcinogencity: 0.37
Eye Corrosion: 0.073 Eye Irritation: 0.047
Respiratory Toxicity: 0.945
*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
ENC001480 0.826 D0X7XG 0.527
ENC005487 0.805 D0G7KJ 0.293
ENC005155 0.802 D09WYX 0.286
ENC003484 0.732 D0E9KA 0.280
ENC005236 0.696 D0D2TN 0.279
ENC005154 0.696 D01ZOG 0.277
ENC002467 0.654 D0H2MO 0.273
ENC003848 0.626 D0X2LV 0.272
ENC003846 0.608 D09IEE 0.271
ENC005151 0.577 D0F7NQ 0.270
*Note: the compound similarity was calculated by RDKIT.