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Secoisolariciresinol

CAT: 0931-TN2197-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-TN2197-01Size:1 mg
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CAS Number
29388-59-8
Target
TNF
Related Pathways
Apoptosis
Purity
0.9981
Bioactivity
Secoisolariciresinol is an enterolignan precursor, it has antioxidant, and estrogen-like activities, it can significantly suppress triglyceride (TG) accumulation in 3T3-L1 adipocytes.
Smiles
COc1cc(C[C@@H](CO)[C@H](CO)Cc2ccc(O)c(OC)c2)ccc1O
Molecular Formula
C20H26O6
Molecular Weight
362.42
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

(-)-Secoisolariciresinol

(-)-secoisolariciresinol is an enantiomer of secoisolariciresinol having ()-(2R,3R)-configuration. It has a role as an antidepressant, a plant metabolite and a phytoestrogen. It is an enantiomer of a (+)-secoisolariciresinol.

CAS Number29388-59-8
PubChem CID65373
IUPAC Name(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol
Molecular FormulaC20H26O6
Molecular Weight362.4
XLogP2.5
Topological Polar Surface Area99.4
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count9
Heavy Atom Count26
Formal Charge0
Complexity356
SMILES
COC1=C(C=CC(=C1)C[C@@H](CO)[C@@H](CC2=CC(=C(C=C2)O)OC)CO)O
InChI
InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1
InChIKey
PUETUDUXMCLALY-HOTGVXAUSA-N
Chemical Structure
2D Structure
2D structure of (-)-Secoisolariciresinol
CAS: 29388-59-8
CID: 65373
Formula: C20H26O6
MW: 362.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight362.4
XLogP32.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count9
Exact Mass362.17293854
Monoisotopic Mass362.17293854
Topological Polar Surface Area99.4 Ų
Heavy Atom Count26
Formal Charge0
Complexity356
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
FR27571(+/-) -Secoisolariciresinol
BIDF1039-01Secoisolariciresinol
BUP23008-01(+) -Secoisolariciresinol
FS65512(-) -Secoisolariciresinol
463889(–)-Secoisolariciresinol
HY-N6071RSecoisolariciresinol (Standard)
HKA93074-01Secoisolariciresinol diglucoside
HY-N8172R(+) -Secoisolariciresinol (Standard)
AB3415Secoisolariciresinol monoglucoside
MBS6018180-01rac Secoisolariciresinol

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