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Robustaside G

CAT: 0013-GTR19232368-04Size: 4 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19232368-04Size:4 mg
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Description
Robustaside G (CAS 1262023-42-6) is a natural product suitable for use as an analytical reference standard. It is utilized in phytochemical and pharmacological research, with studies investigating its bioactivity in both in vitro assays and in vivo models.
CAS Number
1262023-42-6
Smiles
O[C@@H]1[C@@H] (COC (=O) \C=C\C2 (O) C=CC (=O) C=C2) O[C@@H] (Oc2ccc (O) cc2) [C@H] (OC (=O) \C=C\C2 (O) C=CC (=O) C=C2) [C@H]1O
Molecular Formula
C30H28O13
Molecular Weight
596.541
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

beta-D-Glucopyranoside, 4-hydroxyphenyl, 2,6-bis((2E)-3-(1-hydroxy-4-oxo-2,5-cyclohexadien-1-yl)-2-propenoate)

Robustaside G is a beta-D-glucoside in which the anomeric position is substituted by a 4-hydroxyphenoxy residue and the positions 2 and 6 by [(2E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoyl]oxy residues. Isolated from Grevillea, it exhibits antimalarial activity. It has a role as a metabolite and an antimalarial. It is a beta-D-glucoside, a member of phenols, a cyclic ketone, an enoate ester and a monosaccharide derivative.

CAS Number1262023-42-6
PubChem CID50994838
IUPAC Name[(2R,3S,4S,5R,6S)-3,4-dihydroxy-5-[(E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoyl]oxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoate
Molecular FormulaC30H28O13
Molecular Weight596.5
XLogP0
Topological Polar Surface Area206
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count13
Rotatable Bond Count11
Heavy Atom Count43
Formal Charge0
Complexity1220
SMILES
C1=CC(=CC=C1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)/C=C/C3(C=CC(=O)C=C3)O)O)O)OC(=O)/C=C/C4(C=CC(=O)C=C4)O
InChI
InChI=1S/C30H28O13/c31-18-1-3-21(4-2-18)41-28-27(43-24(35)10-16-30(39)13-7-20(33)8-14-30)26(37)25(36)22(42-28)17-40-23(34)9-15-29(38)11-5-19(32)6-12-29/h1-16,22,25-28,31,36-39H,17H2/b15-9+,16-10+/t22-,25-,26+,27-,28-/m1/s1
InChIKey
DKNCSDJNWFKXEC-GEQWPRKQSA-N
Chemical Structure
2D Structure
2D structure of beta-D-Glucopyranoside, 4-hydroxyphenyl, 2,6-bis((2E)-3-(1-hydroxy-4-oxo-2,5-cyclohexadien-1-yl)-2-propenoate)
CAS: 1262023-42-6
CID: 50994838
Formula: C30H28O13
MW: 596.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight596.5
XLogP30
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count13
Rotatable Bond Count11
Exact Mass596.15299094
Monoisotopic Mass596.15299094
Topological Polar Surface Area206 Ų
Heavy Atom Count43
Formal Charge0
Complexity1220
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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