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(+) -Isolariciresinol

CAT: 0804-HY-14579-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-14579-01Size:1 mg
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Description
(+) -Isolariciresinol ((+) -Cyclolariciresinol) is a phenolic compound originally derived from the needles of Pinus densiflora. (+) -Isolariciresinol has anti-inflammatory activity and can be used for research on rheumatic inflammation[1][2].
CAS Number
548-29-8
Product Name Alternative
(+) -Cyclolariciresinol
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
Others
Type
Natural Products
Related Pathways
Others
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/plus-isolariciresinol.html
Purity
97.28
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
OC[C@@H]1[C@@H](C2=CC(OC)=C(C=C2)O)C3=CC(O)=C(OC)C=C3C[C@H]1CO
Molecular Formula
C20H24O6
Molecular Weight
360.40
Precautions
H315, H319, H335
References & Citations
[1]Joo Hee Kwon, et al. Inhibitory effects of phenolic compounds from needles of Pinus densiflora on nitric oxide and PGE2 production. Arch Pharm Res. 2010 Dec;33 (12) :2011-6.|[2]Jutiviboonsuk A, et al. Bioactive constituents from roots of Bursera tonkinensis. Phytochemistry. 2005 Dec;66 (23) :2745-51.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

(+)-Isolariciresinol

(+)-isolariciresinol is a lignan that is 5,6,7,8-tetrahydronaphthalen-2-ol substituted by hydroxymethyl groups at positions 6 and 7, a methoxy group at position 3 and a 4-hydroxy-3-methoxyphenyl group at position 8. It has been isolated from the roots of Rubia yunnanensis. It has a role as a plant metabolite. It is a member of guaiacols, a primary alcohol, a lignan and a polyphenol.

CAS Number548-29-8
PubChem CID160521
IUPAC Name(6R,7R,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol
Molecular FormulaC20H24O6
Molecular Weight360.4
XLogP2
Topological Polar Surface Area99.4
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Heavy Atom Count26
Formal Charge0
Complexity446
SMILES
COC1=C(C=C2[C@@H]([C@H]([C@@H](CC2=C1)CO)CO)C3=CC(=C(C=C3)O)OC)O
InChI
InChI=1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3/t13-,15-,20-/m0/s1
InChIKey
OGFXBIXJCWAUCH-KPHUOKFYSA-N
Chemical Structure
2D Structure
2D structure of (+)-Isolariciresinol
CAS: 548-29-8
CID: 160521
Formula: C20H24O6
MW: 360.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight360.4
XLogP32
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass360.15728848
Monoisotopic Mass360.15728848
Topological Polar Surface Area99.4 Ų
Heavy Atom Count26
Formal Charge0
Complexity446
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
FI71885-01(+) -Isolariciresinol
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TN4305-01(+) -Isolariciresinol 9'-O-glucoside
MBS5762590(-)-Isolariciresinol 9'-O-glucoside
MBS5762591(+)-Isolariciresinol 9'-O-glucoside
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