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Zaragozic acid D2

CAT: 0804-HY-126871Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-126871Size:1 Each
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Description
Zaragozic acid D2 is the inhibitor for squalene synthase and Ras farnesyl-protein transferase (Ras FPTase), with IC50 of 2 nM and 100 nM, respectively. Zaragozic acid D2 is potentially ameliorating hypercholesterolemia and Ras-induced cancer[1].
CAS Number
155179-15-0
UNSPSC
12352005
Target
Farnesyl Transferase
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Field of Research
Cancer; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/zaragozic-acid-d2.html
Smiles
CCCCCCCCCC(O[C@@H]1[C@@H](O)[C@@]2(CCCC(OC(C)=O)C(C)C/C=C/C3=CC=CC=C3)O[C@H](C(O)=O)[C@@]([C@@]1(O2)C(O)=O)(O)C(O)=O)=O
Molecular Formula
C36H50O14
Molecular Weight
706.77
References & Citations
[1]Dufresne C, et al. Zaragozic acids D and D2: potent inhibitors of squalene synthase and of Ras farnesyl-protein transferase. J Nat Prod. 1993 Nov;56 (11) :1923-9.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

zaragozic acid D(2)

Zaragozic acid D2 is an organooxygen compound. It is functionally related to a hexacarboxylic acid.

CAS Number155179-15-0
PubChem CID23376020
IUPAC Name(1S,3S,4S,5R,6R,7R)-1-[(E)-4-acetyloxy-5-methyl-8-phenyloct-7-enyl]-6-decanoyloxy-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
Molecular FormulaC36H50O14
Molecular Weight706.8
XLogP5.7
Topological Polar Surface Area223
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count14
Rotatable Bond Count23
Heavy Atom Count50
Formal Charge0
Complexity1210
SMILES
CCCCCCCCCC(=O)O[C@@H]1[C@H]([C@]2(O[C@@H]([C@]([C@@]1(O2)C(=O)O)(C(=O)O)O)C(=O)O)CCCC(C(C)C/C=C/C3=CC=CC=C3)OC(=O)C)O
InChI
InChI=1S/C36H50O14/c1-4-5-6-7-8-9-13-21-27(38)48-29-28(39)34(49-30(31(40)41)35(46,32(42)43)36(29,50-34)33(44)45)22-15-20-26(47-24(3)37)23(2)16-14-19-25-17-11-10-12-18-25/h10-12,14,17-19,23,26,28-30,39,46H,4-9,13,15-16,20-22H2,1-3H3,(H,40,41)(H,42,43)(H,44,45)/b19-14+/t23?,26?,28-,29-,30-,34+,35-,36+/m1/s1
InChIKey
WDLYATMIWWDJQY-FYSMYQDTSA-N
Chemical Structure
2D Structure
2D structure of zaragozic acid D(2)
CAS: 155179-15-0
CID: 23376020
Formula: C36H50O14
MW: 706.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight706.8
XLogP35.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count14
Rotatable Bond Count23
Exact Mass706.32005626
Monoisotopic Mass706.32005626
Topological Polar Surface Area223 Ų
Heavy Atom Count50
Formal Charge0
Complexity1210
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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