(±) -Aiphanol

CAT: 0013-GTR19233783-01Size: 10 mgDry Ice: NoHazardous: No

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CAT#:0013-GTR19233783-01Size:10 mg

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Description

(±) -Aiphanol is an orally active stilbenolignan with dual inhibitory activity against COX enzymes (IC50: COX-1=1.9 μM, COX-2=9.9 μM) and VEGFR2 (IC50=0.92 μM) . Its anti-inflammatory and anti-angiogenic properties support research in oncology and inflammation, with studies indicating in vitro and in vivo efficacy.

CAS Number

578020-29-8

Field of Research

Cardiovascular Research, Immunology & Inflammation, Neuroscience, Signal Transduction

Smiles

C (O) [C@@H]1[C@H] (OC=2C (O1) =CC=C (/C=C/C3=CC (O) =CC (O) =C3) C2) C4=CC (OC) =C (O) C (OC) =C4

Molecular Formula

C25H24O8

Molecular Weight

452.45

Storage Conditions

-20°C

Notes

For research use only.

Chemical Information

Aiphanol

Aiphanol is a lignan that is (2R)-2,3-dihydro-1,4-benzodioxin-2-ylmethanol which is substituted by a 2-(3,5-dihydroxyphenyl)ethenyl group at position 6 and a 4-hydroxy-3,5-dimethoxyphenyl group at position 3. It is a stilbenolignan isolated from the seeds of Aiphanes aculeata and exhibits potent inhibitory efficacy against cyclooxygenase-1 and -2 (COX-1 and COX-2). It has a role as an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is a lignan, a stilbenoid, an aromatic ether and a benzodioxine.

CAS Number	578020-29-8
PubChem CID	10366595
IUPAC Name	5-[(E)-2-[(2R,3R)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]ethenyl]benzene-1,3-diol
Molecular Formula	C25H24O8
Molecular Weight	452.5
XLogP	3.7
Topological Polar Surface Area	118
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	6
Heavy Atom Count	33
Formal Charge	0
Complexity	620

SMILES

COC1=CC(=CC(=C1O)OC)[C@@H]2[C@H](OC3=C(O2)C=C(C=C3)/C=C/C4=CC(=CC(=C4)O)O)CO

InChI

InChI=1S/C25H24O8/c1-30-21-10-16(11-22(31-2)24(21)29)25-23(13-26)32-19-6-5-14(9-20(19)33-25)3-4-15-7-17(27)12-18(28)8-15/h3-12,23,25-29H,13H2,1-2H3/b4-3+/t23-,25-/m1/s1

InChIKey

KDMFHGGHQLUIRH-OOODPRFPSA-N

Chemical Structure

2D Structure

CAS: 578020-29-8

CID: 10366595

Formula: C25H24O8

MW: 452.5

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	452.5
XLogP3	3.7
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	6
Exact Mass	452.14711772
Monoisotopic Mass	452.14711772
Topological Polar Surface Area	118 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	620
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
HY-152120	(±) -Aiphanol

(±) -Aiphanol

Chemical Information

Alternative Products

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