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Fucoxanthin

CAT: 0013-GTR19156663-03Size: 1 gDry Ice: NoHazardous: No
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CAT#:0013-GTR19156663-03Size:1 g
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Description
Fucoxanthin is a carotenoid that occurs naturally in certain algae. It is found as an accessory pigment in the chloroplasts of brown algae and most other heterokonts, giving them a brown or olive-green color.It shows anti-obesity, anti-oxidant, anti-diabetic, anticancer and anti-inflammatory activities.
CAS Number
3351-86-8
Product Name Alternative
All-trans-Fucoxanthin
Purity
>98% (HPLC)
Solubility
DMSO:48 mg/mL (72.84 mM) ; Water:Insoluble
Smiles
O=C (/C (C) =C/C=C/C (C) =C/C=C/C=C (C) /C=C/C=C (C) /C ([H]) =[C@@]=C ([C@@]1 (O) C) C (C) (C[C@H] (OC (C) =O) C1) C) C[C@]2 (C3 (C) C) [C@@] (C) (C[C@@H] (O) C3) O2
Molecular Formula
C42H57O6
Molecular Weight
658.91
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Fucoxanthin

Fucoxanthin is an epoxycarotenol that is found in brown seaweed and which exhibits anti-cancer, anti-diabetic, anti-oxidative and neuroprotective properties. It has a role as a hypoglycemic agent, a hepatoprotective agent, a neuroprotective agent, a CFTR potentiator, an apoptosis inhibitor, a marine metabolite, a plant metabolite, a food antioxidant and an algal metabolite. It is a tertiary alcohol, an epoxycarotenol, a secondary alcohol, a member of allenes and an acetate ester.

CAS Number3351-86-8
PubChem CID5281239
IUPAC Name[(1S,3R)-3-hydroxy-4-[(3E,5E,7E,9E,11E,13E,15E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyl-17-oxooctadeca-1,3,5,7,9,11,13,15-octaenylidene]-3,5,5-trimethylcyclohexyl] acetate
Molecular FormulaC42H58O6
Molecular Weight658.9
XLogP8.1
Topological Polar Surface Area96.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count12
Heavy Atom Count48
Formal Charge0
Complexity1530
SMILES
C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C(=O)C[C@]12[C@](O1)(C[C@H](CC2(C)C)O)C)/C=C/C=C(\C)/C=C=C3[C@](C[C@H](CC3(C)C)OC(=O)C)(C)O
InChI
InChI=1S/C42H58O6/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(47-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42-39(8,9)24-34(44)25-41(42,11)48-42/h12-22,34-35,44,46H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23?,34-,35-,40+,41+,42-/m0/s1
InChIKey
SJWWTRQNNRNTPU-ABBNZJFMSA-N
Chemical Structure
2D Structure
2D structure of Fucoxanthin
CAS: 3351-86-8
CID: 5281239
Formula: C42H58O6
MW: 658.9
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight658.9
XLogP38.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count12
Exact Mass658.42333957
Monoisotopic Mass658.42333957
Topological Polar Surface Area96.4 Ų
Heavy Atom Count48
Formal Charge0
Complexity1530
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count7
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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