zaragozic acid C - Moligand™ , Inhibitor of squalene synthase , CAS No.146389-62-0, Inhibitor of squalene synthase

CAS: 146389-62-0 Cat. No.: Z614946 PubChem CID: 11814656

GRADE & PURITY Moligand™

Synonyms

(1S,3S,4S,5R,6R,7R)-1-[(4R,5R)-4-(acetyloxy)-5-benzylhexyl]-4,7-dihydroxy-6-{[(4E,6R)-6-methyl-9-phenylnon-4-enoyl]oxy}-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid | 04ISX24T1B | BDBM50292333 | L-Erythro-L-glycero-D-altro-7-trideculo-7,4-furano

Storage

Room temperature

Specifications

Synonyms

(1S, 3S, 4S, 5R, 6R, 7R)-1-[(4R, 5R)-4-(acetyloxy)-5-benzylhexyl]-4, 7-dihydroxy-6-{[(4E, 6R)-6-methyl-9-phenylnon-4-enoyl]oxy}-2, 8-dioxabicyclo[3.2.1]octane-3, 4, 5-tricarboxylic acid | 04ISX24T1B | BDBM50292333 | L-Erythro-L-glycero-D-altro-7-trideculo-7, 4-furano

Specifications & Purity

Moligand™

Storage

Room temperature

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of squalene synthase

Names and Identifiers

• Canonical Smiles: C[C@H](CCCc1ccccc1)/C=C/CCC(=O)O[C@@H]1[C@@H](O)[C@@]2(O[C@@]1(C(=O)O)[C@](O)(C(=O)O)[C@H](O2)C(=O)O)CCC[C@H]([C@@H](Cc1ccccc1)C)OC(=O)C
• IUPAC Name: (1S,3S,4S,5R,6R,7R)-1-[(4R,5R)-4-(acetyloxy)-5-benzylhexyl]-4,7-dihydroxy-6-{[(4E,6R)-6-methyl-9-phenylnon-4-enoyl]oxy}-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
• InChIKey: KQMNJFMTGHRJHM-ZFSXNWTMSA-N
• INCHI: 1S/C40H50O14/c1-25(15-12-20-28-16-6-4-7-17-28)14-10-11-22-31(42)52-33-32(43)38(53-34(35(44)45)39(50,36(46)47)40(33,54-38)37(48)49)23-13-21-30(51-27(3)41)26(2)24-29-18-8-5-9-19-29/h4-10,14,16-19,25-26,30,32-34,43,50H,11-13,15,20-24H2,1-3H3,(H,44,45)(H,46,47)(H,48,49)/b14-10+/t25-,26+,30+,32+,33+,34+,38-,39+,40-/m0/s1
• Isomeric SMILES: C[C@H](CCCC1=CC=CC=C1)/C=C/CCC(=O)O[C@@H]2[C@H]([C@]3(O[C@@H]([C@]([C@@]2(O3)C(=O)O)(C(=O)O)O)C(=O)O)CCC[C@H]([C@H](C)CC4=CC=CC=C4)OC(=O)C)O
• PubChem CID: 11814656

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Pentacarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Pentacarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pentacarboxylic acids and derivatives
• Alternative Parents: Phenylpropanes Fatty acid esters Ketals Oxepanes 1,3-dioxanes Alpha hydroxy acids and derivatives Monosaccharides Tertiary alcohols Tetrahydrofurans Carboxylic acid esters Secondary alcohols Carboxylic acids Oxacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pentacarboxylic acid or derivatives - Phenylpropane - Fatty acid ester - Ketal - Oxepane - Meta-dioxane - Alpha-hydroxy acid - Monocyclic benzene moiety - Hydroxy acid - Monosaccharide - Benzenoid - Fatty acyl - Tertiary alcohol - Tetrahydrofuran - Carboxylic acid ester - Secondary alcohol - Acetal - Carboxylic acid - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic oxygen compound - Alcohol - Carbonyl group - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.
• External Descriptors: tertiary alcohol - acetate ester - tricarboxylic acid - polyketide - oxabicycloalkane - cyclic ketal

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

FDFT1 Tchem Squalene synthase (2 Activities)

Discover Target: FDFT1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Associated Targets(non-human)

Fdft1 Squalene synthetase (34 Activities)

Discover Target: Fdft1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 754.800 g/mol
• XLogP3: 5.500
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 22
• Exact Mass: 754.32 Da
• Monoisotopic Mass: 754.32 Da
• Topological Polar Surface Area: 223.000 Ų
• Heavy Atom Count: 54
• Formal Charge: 0
• Complexity: 1340.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1