Natural Product: ENC002193

NPs Basic Information

Download MOL File
Name
Emestrin
Molecular Formula C27H22N2O10S2
IUPAC Name*
(1R,3S,9S,23S,24R,32R)-19,23,32-trihydroxy-15-methoxy-28-methyl-6,10,17-trioxa-25,26-dithia-2,28-diazaheptacyclo[22.2.2.11,4.12,24.112,16.118,22.03,9]dotriaconta-4,7,12(31),13,15,18,20,22(30)-octaene-11,27,29-trione
SMILES
CN1C(=O)[C@]23[C@@H](C4=COC=C[C@H]5[C@H]4N2C(=O)[C@@]1([C@H](C6=CC(=C(C=C6)O)OC7=C(C=CC(=C7)C(=O)O5)OC)O)SS3)O
InChI
InChI=1S/C27H22N2O10S2/c1-28-24(34)27-22(32)14-11-37-8-7-17-20(14)29(27)25(35)26(28,40-41-27)21(31)12-3-5-15(30)18(9-12)38-19-10-13(23(33)39-17)4-6-16(19)36-2/h3-11,17,20-22,30-32H,1-2H3/t17-,20-,21-,22+,26+,27+/m0/s1
InChIKey
UWWYWUMDYAWTKK-YITDFDIYSA-N
Synonyms
Emestrin; SCHEMBL1096344; (1R,3S,9S,23S,24R,32R)-19,23,32-trihydroxy-15-methoxy-28-methyl-6,10,17-trioxa-25,26-dithia-2,28-diazaheptacyclo[22.2.2.11,4.12,24.112,16.118,22.03,9]dotriaconta-4,7,12(31),13,15,18,20,22(30)-octaene-11,27,29-trione
CAS NA
PubChem CID 11758256
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Macrolactams
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Macrolactams

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: 598.6 ALogp: -0.1
HBD: 3 HBA: 12
Rotatable Bonds: 1 Lipinski's rule of five: Rejected
Polar Surface Area: 206.0 Aromatic Rings: 8
Heavy Atoms: 41 QED Weighted: 0.326

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.438 MDCK Permeability: 0.00001920
Pgp-inhibitor: 0.056 Pgp-substrate: 0.037
Human Intestinal Absorption (HIA): 0.806 20% Bioavailability (F20%): 0.996
30% Bioavailability (F30%): 0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.113 Plasma Protein Binding (PPB): 59.49%
Volume Distribution (VD): 1.452 Fu: 26.92%

ADMET: Metabolism

CYP1A2-inhibitor: 0.123 CYP1A2-substrate: 0.082
CYP2C19-inhibitor: 0.903 CYP2C19-substrate: 0.443
CYP2C9-inhibitor: 0.959 CYP2C9-substrate: 0.507
CYP2D6-inhibitor: 0.759 CYP2D6-substrate: 0.134
CYP3A4-inhibitor: 0.873 CYP3A4-substrate: 0.953

ADMET: Excretion

Clearance (CL): 10.428 Half-life (T1/2): 0.482

ADMET: Toxicity

hERG Blockers: 0.102 Human Hepatotoxicity (H-HT): 0.072
Drug-inuced Liver Injury (DILI): 0.987 AMES Toxicity: 0.04
Rat Oral Acute Toxicity: 0.999 Maximum Recommended Daily Dose: 0.991
Skin Sensitization: 0.586 Carcinogencity: 0.986
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.92
*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
ENC005392 0.367 D0AZ8C 0.323
ENC003545 0.290 D07MGA 0.266
ENC002358 0.287 D05HSC 0.259
ENC003176 0.286 D0L1JW 0.250
ENC003381 0.285 D06TJJ 0.247
ENC003540 0.285 D06GCK 0.243
ENC003992 0.282 D0I9HF 0.239
ENC005410 0.282 D05MQK 0.236
ENC003382 0.281 D0Q0PR 0.232
ENC004849 0.281 D01DBQ 0.229
*Note: the compound similarity was calculated by RDKIT.