Compound: Agnuside
SMILES: O=C(OCC1=C[C@@H](O)[C@H]2[C@@H]1[C@@H](OC=C2)O[C@@H]3O[C@@H]([C@@H](O)[C@@H]([C@H]3O)O)CO)c4ccc(O)cc4
InChIKey: GLACGTLACKLUJX-QNAXTHAFSA-N
Synonyms: Agnuside, 11027-63-7, Buddlejoside A, (-)-Buddlejoside A, JB24Q0OT9G, CHEBI:2515, [(1S,4aR,5S,7aS)-5-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-7-yl]methyl 4-hydroxybenzoate, DTXSID10149191, ((1S,4aR,5S,7aS)-5-hydroxy-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-1,4a,5,7a-tetrahydrocyclopenta(c)pyran-7-yl)methyl 4-hydroxybenzoate, RefChem:26721, DTXCID9071682, 683-191-9, Agnoside, UNII-JB24Q0OT9G, MFCD00210471, Agnusid, ((1S,4AR,5S,7AS)-5-HYDROXY-1-(((2S,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)TETRAHYDRO-2H-PYRAN-2-YL)OXY)-1,4A,5,7A-TETRAHYDROCYCLOPENTA[C]PYRAN-7-YL)METHYL 4-HYDROXYBENZOATE, [(1S,4aR,5S,7aS)-5-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-7-yl]methyl 4-hydroxybenzoate, [(1S,4aR,5S,7aS)-1-(beta-D-glucopyranosyloxy)-5-hydroxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-7-yl]methyl 4-hydroxybenzoate, Agnuside (Standard), AGNUSIDE [USP-RS], SCHEMBL382107, CHEMBL483223, MEGxp0_000767, orb1303636, orb3140671, ACon1_000039, HY-N2518R, GLACGTLACKLUJX-QNAXTHAFSA-N, HY-N2518, AKOS015896848, EBC-615807, MA08289, NCGC00168851-01, NCGC00168851-03, AS-79164, DA-60846, CS-0022789, NS00094617, C09765, BRD-K25132901-001-01-5, Q16826128, .BETA.-D-GLUCOPYRANOSIDE, (1S,4AR,5S,7AS)-1,4A,5,7A-TETRAHYDRO-5-HYDROXY-7-(((4-HYDROXYBENZOYL)OXY)METHYL)CYCLOPENTA(C)PYRAN-1-YL, .BETA.-D-GLUCOPYRANOSIDE, 1,4A,5,7A-TETRAHYDRO-5-HYDROXY-7-(((4-HYDROXYBENZOYL)OXY)METHYL)CYCLOPENTA(C)PYRAN-1-YL, (1.ALPHA.,4A.ALPHA.,5.ALPHA.,7A.ALPHA.)-, [(1S,4aR,5S,7aS)-5-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-7-yl]methyl 4-hydroxybenzoate
Theoretical properties:
molecular_formula: C22H26O11
molecular_weight: 466.4 g/mol
exact_mass: 466.14751164 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 7
heavy_atom_count: 33
topological_polar_surface_area: 175 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Agnuside is a benzoate ester resulting from the formal condensation of the carboxy group of 4-hydroxybenzoic acid with the primary hydroxy group of aucubin. It is an iridoid glycoside found in several Vitex plants including Vitex agnus-castus. It has a role as a cyclooxygenase 2 inhibitor, an anti-inflammatory agent, a pro-angiogenic agent and a plant metabolite. It is a beta-D-glucoside, a member of phenols, a benzoate ester, a cyclopentapyran, an iridoid monoterpenoid, a terpene glycoside and a monosaccharide derivative. It is functionally related to an aucubin.
chebi: A benzoate ester resulting from the formal condensation of the carboxy group of 4-hydroxybenzoic acid with the primary hydroxy group of aucubin. It is an iridoid glycoside found in several <em>Vitex</em> plants including <em>Vitex agnus-castus</em>.
chembl: AGNUSIDE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Agnuside is a chemical compound found in Vitex agnus-castus. Agnuside is the ester of aucubin and p-hydroxybenzoic acid.