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Name |
Orientin
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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
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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
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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
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InChIKey |
PLAPMLGJVGLZOV-VPRICQMDSA-N
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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)-
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CAS | 28608-75-5 | |
PubChem CID | 5281675 | |
ChEMBL ID | CHEMBL520866 |
Chemical Classification: |
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Endophyte ID | Endophyte Name | Family | Genus | Taxonomy ID | GenBank ID | Closest GenBank ID | Reference | |
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Endophyte ID | Endophyte Name | Family | Genus | Taxonomy ID | GenBank ID | Closest GenBank ID | Reference |
Bioactivity Name | Target ID | Target Name | Target Type | Target Organism | Target Organism ID | Potency of Bioactivity | Activity Type | Value | Unit | Endophyte ID | Endophyte Name | |
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Bioactivity Name | Target ID | Target Name | Target Type | Target Organism | Target Organism ID | Potency of Bioactivity | Activity Type | Value | Unit | Endophyte ID | Endophyte Name |
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 |
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 |
Blood-Brain-Barrier Penetration (BBB): | 0.013 | Plasma Protein Binding (PPB): | 88.77% |
Volume Distribution (VD): | 0.842 | Fu: | 14.28% |
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 |
Clearance (CL): | 5.439 | Half-life (T1/2): | 0.833 |
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 |
Similar NPs | Similar Drugs | ||||||
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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 |