Natural Product: ENC002201

NPs Basic Information

Download MOL File
Name
Andrographidin B
Molecular Formula C23H24O12
IUPAC Name*
5-hydroxy-2-[2-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7,8-dimethoxychromen-4-one
SMILES
COC1=C(C2=C(C(=C1)O)C(=O)C=C(O2)C3=C(C(=CC=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)OC
InChI
InChI=1S/C23H24O12/c1-31-14-7-11(26)16-10(25)6-13(33-22(16)21(14)32-2)9-4-3-5-12(17(9)27)34-23-20(30)19(29)18(28)15(8-24)35-23/h3-7,15,18-20,23-24,26-30H,8H2,1-2H3/t15-,18-,19+,20-,23-/m1/s1
InChIKey
JCUIPEIMZRLNKQ-BSTKLLGTSA-N
Synonyms
Andrographidin B; 113963-38-5; ZINC137599195; 5-hydroxy-2-[2-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7,8-dimethoxychromen-4-one; NCGC00385204-01!5-hydroxy-2-[2-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7,8-dimethoxychromen-4-one
CAS NA
PubChem CID 11968627
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Flavonoids
        • Subclass: Flavonoid glycosides
          • Direct Parent: Flavonoid O-glycosides

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: 492.4 ALogp: 0.8
HBD: 6 HBA: 12
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 185.0 Aromatic Rings: 4
Heavy Atoms: 35 QED Weighted: 0.279

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -6.141 MDCK Permeability: 0.00002300
Pgp-inhibitor: 0.065 Pgp-substrate: 0.782
Human Intestinal Absorption (HIA): 0.568 20% Bioavailability (F20%): 0.007
30% Bioavailability (F30%): 0.981

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.093 Plasma Protein Binding (PPB): 74.81%
Volume Distribution (VD): 0.788 Fu: 21.55%

ADMET: Metabolism

CYP1A2-inhibitor: 0.065 CYP1A2-substrate: 0.795
CYP2C19-inhibitor: 0.017 CYP2C19-substrate: 0.133
CYP2C9-inhibitor: 0.026 CYP2C9-substrate: 0.267
CYP2D6-inhibitor: 0.064 CYP2D6-substrate: 0.207
CYP3A4-inhibitor: 0.074 CYP3A4-substrate: 0.048

ADMET: Excretion

Clearance (CL): 5.023 Half-life (T1/2): 0.803

ADMET: Toxicity

hERG Blockers: 0.275 Human Hepatotoxicity (H-HT): 0.19
Drug-inuced Liver Injury (DILI): 0.962 AMES Toxicity: 0.755
Rat Oral Acute Toxicity: 0.02 Maximum Recommended Daily Dose: 0.005
Skin Sensitization: 0.175 Carcinogencity: 0.057
Eye Corrosion: 0.003 Eye Irritation: 0.03
Respiratory Toxicity: 0.027
*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
ENC001572 0.516 D0TC7C 0.439
ENC001575 0.512 D06BQU 0.411
ENC001532 0.508 D06GCK 0.410
ENC001625 0.505 D0I9HF 0.390
ENC004734 0.500 D0Z2LG 0.323
ENC003752 0.492 D09LBS 0.323
ENC004475 0.480 D07VLY 0.320
ENC004073 0.463 D0C9XJ 0.320
ENC003813 0.447 D0AZ8C 0.320
ENC004797 0.445 D01XWG 0.301
*Note: the compound similarity was calculated by RDKIT.