Compound Summary
Compound Information
hesperidin
Compound Name: | hesperidin |
Compound CID: | 10621 |
Synonyms: | hesperidin 520-26-3 Cirantin Hesperidoside Hesper bitabs More... |
Iupac Name: | (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one |
InChI: | InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 |
InChIKey: | QUQPHWDTPGMPEX-QJBIFVCTSA-N |
Canonical Smiles: | CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O |
Isomeric Smiles: | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O |
Molecular Weight: | 610.6 |
Molecular Formula: | C28H34O15 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
hesperidin
Molecular Weight: | 610.6 |
Molecular Formula: | C28H34O15 |
Hydrogen Bond Donor Count: | 8 |
Hydrogen Bond Acceptor Count: | 15 |
Rotatable Bond Count: | 7 |
Heavy Atom Count: | 43 |
Complexity: | 940 |
Synonyms
hesperidin
| hesperidin | hesperidin |
|---|---|
hesperidin |
520-26-3 |
Cirantin |
Hesperidoside |
Hesper bitabs |
Hesperetin-rutinosid |
Hesperidine |
Ciratin |
(S)-(-)-Hesperidin |
NSC 44184 |
UNII-E750O06Y6O |
Hesperetin 7-rhamnoglucoside |
Hesperetin 7-rutinoside |
Hesperitin-7-rutinoside |
MLS001304066 |
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yloxymethyloxan-2-yloxy-2,3-dihydrochromen-4-one |
Hesperetin 7-O-rutinoside |
CHEBI:28775 |
Hesperitin-7-rhamnoglucoside |
E750O06Y6O |
C28H34O15 |
SMR000718775 |
MFCD00075663 |
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside |
(S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one |
(s)-7-6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyloxy-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one |
Aurantiamarin (Methyl Hesperidin) |
(2S)-Hesperidin |
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yloxymethyltetrahydropyran-2-yloxy-chroman-4-one |
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yloxy}methyl)oxan-2-yloxy}-3,4-dihydro-2H-1-benzopyran-4-one |
CCRIS 3940 |
SR-01000799145 |
EINECS 208-288-1 |
BRN 0075140 |
Cirmtin |
Hesperetin-7-O-rhamnoglucoside |
Hesperidin,(S) |
NCGC00016481-01 |
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-a-L-mannopyranosyl)-ss-D-glucopyranoside |
(S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)methyl)tetrahydro-2H-pyran-2-yloxy)chroman-4-one |
CAS-520-26-3 |
Hesperidin (JAN) |
HESPERIDEN Powder |
3,5-Dihydroxy-4-methoxy-7-rutinosyloxyflavan-4-on |
Diosmin EP Impurity B |
Hesperidin, >=80% |
Prestwick3_000400 |
EC 208-288-1 |
Glucopyranoside, hesperetin-7 6-O-(6-deoxy-alpha-L-mannopyranosyl)-, beta-D- |
Hesperetin, 7-(6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside) |
DSSTox_CID_24328 |
DSSTox_RID_80154 |
DSSTox_GSID_44328 |
SCHEMBL94586 |
BSPBio_000619 |
4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydo-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)- |
5-18-05-00218 (Beilstein Handbook Reference) |
5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-((6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranosyl)oxy)-4-chromanon |
7-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, (S)- |
7-(6-O-Desoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyloxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-chromanon |
cid_10621 |
Hesperidin, analytical standard |
BPBio1_000681 |
CHEMBL449317 |
DTXSID9044328 |
BCBcMAP01_000136 |
BDBM61776 |
2H-pyran-2-yloxy)chroman-4-one |
HMS2096O21 |
HMS2233I03 |
HMS3713O21 |
ZINC8143568 |
Tox21_110448 |
s2309 |
AKOS015895450 |
CCG-208580 |
CS-5631 |
DB04703 |
KS-5308 |
SMP1_000149 |
NCGC00179501-01 |
4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)- |
HY-15337 |
AB00513829 |
H0049 |
C09755 |
D01038 |
(S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)- |
Q385937 |
Hesperidin, primary pharmaceutical reference standard |
methyltetrahydro-2H-pyran-2-yloxy)methyl)tetrahydro- |
SR-01000799145-4 |
SR-01000799145-5 |
SR-01000799145-7 |
7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6- |
BRD-K38903228-001-02-8 |
BRD-K38903228-001-13-5 |
Hesperidin, European Pharmacopoeia (EP) Reference Standard |
hesperetin 7-(6-O-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside |
Hesperidin, Pharmaceutical Secondary Standard; Certified Reference Material |
Flavanone, 3,5,7-trihydroxy-4-methoxy-, 7-(6-O-alpha-L-rhamnosyl-D-glucoside) |
(2S)-2-(4-methoxy-3-oxidanyl-phenyl)-7-(2S,3R,4S,5S,6R)-6-(2R,3R,4R,5R,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yloxymethyl-3,4,5-tris(oxidanyl)oxan-2-yloxy-5-oxidanyl-2,3-dihydrochromen-4-one |
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-oxanyloxymethyl-2-oxanyloxy-3,4-dihydro-2H-1-benzopyran-4-one |
(2S)-7-6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyloxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one (Hesperidin) |
(S)-7-6-O-(6-Deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyloxy-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one |
Experimental Data
hesperidin
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Saccharomyces cerevisiae | 0.1 | umol/L | NS | BY4742 | 31766122 | Inactive | |||||||
| Saccharomyces cerevisiae | 10 | umol/L | 0 | S | K6001 | 22484922 | Active | ||||||
| Saccharomyces cerevisiae | 5 | umol/L | 0 | S | K6001 | 22484922 | Active |
Experimental Data Visualization
hesperidin
Statistics Data
hesperidin
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Saccharomyces cerevisiae | 0 | 2 | 3 |
Statistics Data Visualization
hesperidin
