Natural Product: ENC003003

NPs Basic Information

Download MOL File
Name
4-Hydroxymellein, (3S-cis)-
Molecular Formula C10H10O4
IUPAC Name*
(3S,4S)-4,8-dihydroxy-3-methyl-3,4-dihydroisochromen-1-one
SMILES
C[C@H]1[C@H](C2=C(C(=CC=C2)O)C(=O)O1)O
InChI
InChI=1S/C10H10O4/c1-5-9(12)6-3-2-4-7(11)8(6)10(13)14-5/h2-5,9,11-12H,1H3/t5-,9+/m0/s1
InChIKey
STSOHAOGZMLWFR-SSDLBLMSSA-N
Synonyms
4-Hydroxymellein, (3S-cis)-; EQ6E8KD40X; cis-3S,4S-4-Hydroxymellein; 4-Hydroxymellein, (cis-3S,4S)-; 4-Hydroxymellein, (3S-cis-(+))-; 60132-20-9; 1H-2-Benzopyran-1-one, 3,4-dihydro-4,8-dihydroxy-3-methyl-, (3S,4S)-; 1H-2-Benzopyran-1-one, 3,4-dihydro-4,8-dihydroxy-3-methyl-, (3S-cis)-; UNII-EQ6E8KD40X; (3S-cis)-4-hydroxymellein; 4-hydroxymellein_130076; CHEMBL3577241; CHEBI:181849; NSC820371; NSC-820371; Q27277301; (3S,4S)-4,8-dihydroxy-3-methyl-3,4-dihydroisochromen-1-one; 3,4-Dihydro-4beta,8-dihydroxy-3beta-methyl-1H-2-benzopyran-1-one
CAS 60132-20-9
PubChem CID 75528781
ChEMBL ID CHEMBL3577241
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Benzopyrans
        • Subclass: 2-benzopyrans
          • Direct Parent: 2-benzopyrans

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: 194.18 ALogp: 1.3
HBD: 2 HBA: 4
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 66.8 Aromatic Rings: 2
Heavy Atoms: 14 QED Weighted: 0.613

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.786 MDCK Permeability: 0.00001320
Pgp-inhibitor: 0 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.013 20% Bioavailability (F20%): 0.003
30% Bioavailability (F30%): 0.275

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.966 Plasma Protein Binding (PPB): 70.27%
Volume Distribution (VD): 0.833 Fu: 30.98%

ADMET: Metabolism

CYP1A2-inhibitor: 0.69 CYP1A2-substrate: 0.801
CYP2C19-inhibitor: 0.088 CYP2C19-substrate: 0.367
CYP2C9-inhibitor: 0.039 CYP2C9-substrate: 0.777
CYP2D6-inhibitor: 0.417 CYP2D6-substrate: 0.534
CYP3A4-inhibitor: 0.076 CYP3A4-substrate: 0.193

ADMET: Excretion

Clearance (CL): 9.18 Half-life (T1/2): 0.742

ADMET: Toxicity

hERG Blockers: 0.009 Human Hepatotoxicity (H-HT): 0.084
Drug-inuced Liver Injury (DILI): 0.672 AMES Toxicity: 0.069
Rat Oral Acute Toxicity: 0.062 Maximum Recommended Daily Dose: 0.014
Skin Sensitization: 0.11 Carcinogencity: 0.22
Eye Corrosion: 0.005 Eye Irritation: 0.543
Respiratory Toxicity: 0.177
*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
ENC001992 1.000 D0S0LZ 0.284
ENC003296 1.000 D07HBX 0.275
ENC002629 1.000 D07MGA 0.253
ENC005565 1.000 D0H1AR 0.245
ENC005566 1.000 D01WJL 0.241
ENC002022 1.000 D0C4YC 0.241
ENC002796 0.652 D0WE3O 0.241
ENC005533 0.617 D0J2NK 0.240
ENC005568 0.592 D0E9CD 0.236
ENC003225 0.592 D02NSF 0.235
*Note: the compound similarity was calculated by RDKIT.