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(-) -Syringaresinol diglucoside

CAT: 0926-FS145195Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0926-FS145195Size:1 mg
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CAS Number
66791-77-3
MDL Number
MFCD24369676
Smiles
COC1=CC (=CC (=C1O[C@H]2[C@@H] ([C@H] ([C@@H] ([C@H] (O2) CO) O) O) O) OC) [C@H]3[C@@H]4CO[C@H] ([C@@H]4CO3) C5=CC (=C (C (=C5) OC) O[C@H]6[C@@H] ([C@H] ([C@@H] ([C@H] (O6) CO) O) O) O) OC
Molecular Formula
C34H46O18
Molecular Weight
742.72 g/mol
Controlled
No

Chemical Information

Acanthoside D

(-)-syringaresinol O,O'-bis(beta-D-glucoside) is a beta-D-glucoside that is the 4,4'-bis(beta-D-glucosyl) derivative of ()-syringaresinol. It has a role as an antioxidant, an anti-inflammatory agent and a plant metabolite. It is functionally related to a (-)-syringaresinol.

CAS Number66791-77-3
PubChem CID442830
IUPAC Name(2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-6-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC34H46O18
Molecular Weight742.7
XLogP-1.4
Topological Polar Surface Area254
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count18
Rotatable Bond Count12
Heavy Atom Count52
Formal Charge0
Complexity1010
SMILES
COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC)[C@H]3[C@@H]4CO[C@H]([C@@H]4CO3)C5=CC(=C(C(=C5)OC)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC
InChI
InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16-,21-,22-,23-,24-,25+,26+,27-,28-,29+,30+,33+,34+/m1/s1
InChIKey
FFDULTAFAQRACT-NYYYOYJKSA-N
Chemical Structure
2D Structure
2D structure of Acanthoside D
CAS: 66791-77-3
CID: 442830
Formula: C34H46O18
MW: 742.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight742.7
XLogP3-1.4
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count18
Rotatable Bond Count12
Exact Mass742.26841461
Monoisotopic Mass742.26841461
Topological Polar Surface Area254 Ų
Heavy Atom Count52
Formal Charge0
Complexity1010
Isotope Atom Count0
Defined Atom Stereocenter Count14
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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