Compound: Cycloastragenol
SMILES: O1[C@@]([C@@H]2[C@@]3([C@@]([C@H]4[C@]5([C@@]6([C@H](C([C@@H](O)CC6)(C)C)[C@H](C4)O)C5)CC3)(C)C[C@@H]2O)C)(CC[C@H]1C(O)(C)C)C
InChIKey: WENNXORDXYGDTP-UOUCMYEWSA-N
Synonyms: Cycloastragenol, 78574-94-4, Cyclosiversigenin, X37D9F2L0V, J427.606J, CHEBI:71314, DTXSID301029686, (1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,9,14-triol, (3beta,6alpha,9beta,16beta,20R,24S)-20,24-epoxy-9,19-cyclolanostane-3,6,16,25-tetrol, (1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-((2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl)-7,7,12,16-tetramethylpentacyclo(9.7.0.01,3.03,8.012,16)octadecane-6,9,14-triol, RefChem:919372, 9,19-Cyclolanostane-3,6,16,25-tetrol, 20,24-epoxy-, (3beta,6alpha,16beta,24R)-, DTXCID001514886, Cyclogalegenol, Cyclogalegigenin, MFCD24849201, 9,19-Cyclolanostane-3,6,16,25-tetrol, 20,24-epoxy-,(3b,6a,16b,20R,24S)-, 84605-18-5, Cyclosieversigenin, (2aR,3R,4S,5aS,5bS,7S,7aR,9S,11aR,12aS)-3-((2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-2a,5a,8,8-tetramethyltetradecahydro-1H,12H-cyclopenta[a]cyclopropa[e]phenanthrene-4,7,9-triol, Cycloastragenol, >=98% (HPLC), (2aR,3R,4S,5aS,5bS,7S,7aR,9S,11aR,12aS)-3-((2R,5S)-5-(2-Hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-2a,5a,8,8-tetramethylhexadecahydrocyclopenta[a]cyclopropa[e]phenanthrene-4,7,9-triol, (2aR,3R,4S,5aS,5bS,7S,7aR,9S,11aR,12aS)-3-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl]-2a,5a,8,8-tetramethylhexadecahydrocyclopenta[a]cyclopropa[e]phenanthrene-4,7,9-triol, Cycloastragenol (Standard), UNII-X37D9F2L0V, SCHEMBL365107, orb1301678, CHEMBL4171632, CYCLOASTRAGENOL [WHO-DD], HY-N1485R, WENNXORDXYGDTP-UOUCMYEWSA-, GLXC-06677, HY-N1485, MSK40188, s4981, AKOS030524082, CCG-269619, EBC-615625, DS-19394, SY077370, C3469, CS-0017026, Q3979404, (3beta,6alpha,16beta,20R,24S) 20,24-Epoxy-9,19-cyclolanostane-3,6,16,25-tetrol, (3beta,6alpha,16beta,20R,24S)-20,24-Epoxy-9,19-cyclolanostane-3,6,16,25-tetrol, (1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydrofuran-2-yl]-7,7,12,16-tetramethyl-pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,9,14-triol, (1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-6,9,14-triol, (3.BETA.,6.ALPHA.,16.BETA.,20R,24S)-20,24-EPOXY-9,19-CYCLOLANOSTANE-3,6,16,25-TETROL, 9,19-CYCLOLANOSTANE-3,6,16,25-TETROL, 20,24-EPOXY-, (3.BETA.,6.ALPHA.,16.BETA.,20R,24S)-, InChI=1/C30H50O5/c1-24(2)20(33)8-11-30-16-29(30)13-12-26(5)23(28(7)10-9-21(35-28)25(3,4)34)18(32)15-27(26,6)19(29)14-17(31)22(24)30/h17-23,31-34H,8-16H2,1-7H3/t17-,18-,19-,20-,21-,22-,23-,26+,27-,28+,29-,30+/m0/s1
Theoretical properties:
molecular_formula: C30H50O5
molecular_weight: 490.7 g/mol
exact_mass: 490.36582469 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 2
heavy_atom_count: 35
topological_polar_surface_area: 90.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Cycloastragenol is a sapogenin that is the aglycone derivative of astragaloside IV, a major saponin extracted from the root of Astragalus membranaceus. It has a role as a metabolite. It is a pentacyclic triterpenoid, a sapogenin, a member of oxolanes and a tetrol. It derives from a hydride of a 5alpha-gonane.
chebi: A sapogenin that is the aglycone derivative of astragaloside IV, a major saponin extracted from the root of <em>Astragalus membranaceus</em>.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Cycloastragenol is a triterpenoid isolated from various legume species in the genus Astragalus that is purported to have telomerase activation activity. A preliminary in vitro study on human CD4 and CD8 T cells found that cycloastragenol may moderately increase telomerase activity and inhibit the onset of cellular senescence.