NPs Basic Information

Name
Orientin
Molecular Formula C21H20O11
IUPAC Name*
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
SMILES
C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI
InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1
InChIKey
PLAPMLGJVGLZOV-VPRICQMDSA-N
Synonyms
Orientin; 28608-75-5; Lutexin; Luteolin 8-C-glucoside; Orientine; Luteolin-8-glucoside; 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-beta-D-glucopyranosyl-5,7-dihydroxy-; 8-beta-D-glucosylluteolin; IAX93XCW6C; Luteolin 8-glucoside; CHEBI:7781; 2-(3,4-Dihydroxyphenyl)-8-beta-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one; C10114; Orientin (Flavone); 8-glucosylluteolin; Luteolin-8-C-glucoside; 2-(3,4-dihydroxyphenyl)-8-beta-D-glucopyranosyl-5,7-dihydroxy-4H-chromen-4-one; 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-.beta.-D-glucopyranosyl-5,7-dihydroxy-; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one; UNII-IAX93XCW6C; NSC-133101; USE; MFCD00017432; 8-.beta.-D-Glucopyranosyl-3',4',5,7-tetrahydroxyflavone; SCHEMBL25942; Orientin, analytical standard; MASSBANK PR020063; CHEMBL520866; Orientin, >=97% (HPLC); BDBM84982; DTXSID60182790; Luteolin 8-C-b-D-glucopyranoside; NIAID AIDS# 026706; HMS3886J16; HY-N0405; ZINC4098560; 8-.BETA.-D-GLUCOSYLLUTEOLIN; s9099; AKOS015896746; CCG-269214; NCGC00482848-01; AC-34280; AS-73888; J17.734B; LUTEOLIN 8-C-.BETA.-GLUCOPYRANOSIDE; CS-0008937; O0503; LUTEOLIN 8-C-.BETA.-D-GLUCOPYRANOSIDE; Orientin 100 microg/mL in Acetonitrile:Water; 608O755; A819507; EN300-19631775; Orientin, primary pharmaceutical reference standard; Q421676; 8-b-D-Glucopyranosyl-3',4',7'-tetrahydroxyflavone; Q-100362; 2-(3,4-DIHYDROXYPHENYL)-8-.BETA.-D-GLUCOPYRANOSYL-5,7-DIHYDROXY-4H-CHROMEN-4-ONE; (1S)-1,5-ANHYDRO-1-(2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-CHROMEN-8-YL)-D-GLUCITOL; 2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-8-(.BETA.-D-GLUCOPYRANOSYL)-4H-1-BENZOPYRAN-4-ONE; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one; 2-(3,4-DIHYDROXYPHENYL)-8-.BETA.-D-GLUCOPYRANOSYL-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE; 2-[3,4-bis(oxidanyl)phenyl]-8-[(2~{S},3~{R},4~{R},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-5,7-bis(oxidanyl)chromen-4-one; 5281675; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one; 8-(.BETA.-D-GLUCOPYRANOSYL)-2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE; D-GLUCITOL, 1,5-ANHYDRO-1-C-(2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXO-4H-1-BENZOPYRAN-8-YL)-, (1S)-
CAS 28608-75-5
PubChem CID 5281675
ChEMBL ID CHEMBL520866
*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 8-C-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: 448.4 ALogp: -0.2
HBD: 8 HBA: 11
Rotatable Bonds: 3 Lipinski's rule of five: Rejected
Polar Surface Area: 197.0 Aromatic Rings: 4
Heavy Atoms: 32 QED Weighted: 0.255

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -6.293 MDCK Permeability: 0.00000509
Pgp-inhibitor: 0.007 Pgp-substrate: 0.99
Human Intestinal Absorption (HIA): 0.912 20% Bioavailability (F20%): 0.954
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.013 Plasma Protein Binding (PPB): 88.77%
Volume Distribution (VD): 0.842 Fu: 14.28%

ADMET: Metabolism

CYP1A2-inhibitor: 0.199 CYP1A2-substrate: 0.039
CYP2C19-inhibitor: 0.02 CYP2C19-substrate: 0.048
CYP2C9-inhibitor: 0.071 CYP2C9-substrate: 0.241
CYP2D6-inhibitor: 0.028 CYP2D6-substrate: 0.158
CYP3A4-inhibitor: 0.058 CYP3A4-substrate: 0.011

ADMET: Excretion

Clearance (CL): 5.439 Half-life (T1/2): 0.833

ADMET: Toxicity

hERG Blockers: 0.126 Human Hepatotoxicity (H-HT): 0.169
Drug-inuced Liver Injury (DILI): 0.98 AMES Toxicity: 0.824
Rat Oral Acute Toxicity: 0.047 Maximum Recommended Daily Dose: 0.01
Skin Sensitization: 0.903 Carcinogencity: 0.039
Eye Corrosion: 0.003 Eye Irritation: 0.508
Respiratory Toxicity: 0.071
*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
ENC001532 0.792 D04AIT 0.495
ENC001572 0.627 D0K8KX 0.427
ENC004734 0.624 D0TC7C 0.399
ENC002201 0.512 D08DFX 0.349
ENC001534 0.495 D0AZ8C 0.331
ENC001546 0.457 D01TNW 0.331
ENC004475 0.454 D0I9HF 0.323
ENC001529 0.427 D06GCK 0.322
ENC004797 0.402 D06ALD 0.316
ENC005391 0.383 D06BQU 0.315
*Note: the compound similarity was calculated by RDKIT.