Squalamine
Basic information
- CAS
148717-90-2- Standard SMILES
CC(C)[C@@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@H]4C[C@@H](NCCCNCCCCN)CC[C@]4(C)[C@H]3CC[C@]12C)OS(=O)(=O)O- InChIKey
UIRKNQLZZXALBI-MSVGPLKSSA-N- Molecular formula
- C34H65N3O5S
- Average molar mass
- 628 g/mol
- Monoisotopic mass
- 627.46449336
Overview
Squalamine is a bile acid.
Names & identifiers
- Preferred name
- Squalamine
- IUPAC
- [(3R,6R)-6-[(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-[3-(4-aminobutylamino)propylamino]-7-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-yl] hydrogen sulfate
- English name
- squalamine
- Molecular formula
- C34H65N3O5S
- Molecular weight
- 627.96
Names & synonyms
Squalamine148717-90-2escualaminaF8PO54Z4V7[(3R,6R)-6-[(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-[3-(4-aminobutylamino)propylamino]-7-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-yl] hydrogen sulfateDTXSID408699713-((3-(4-(Aminobutyl)amino)propyl)amio)cholestane-7,24-diol 24-(hydrogen sulfate), (3beta,5alpha,7alpha,24R)-3beta-N-1-(N-(3-(4-Aminobutyl))-1,3-diaminopropane)-7alpha,24-dihydroxy-5alpha-cholestane 24-sulfateCholestane-7,24-diol, 3-((3-(4-(aminobutyl)amino)propyl)amio)-, 24-(hydrogen sulfate), (3beta,5alpha,7alpha,24R)-squalaminum((3R,6R)-6-((3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-(3-(4-aminobutylamino)propylamino)-7-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl)-2-methylheptan-3-yl) hydrogen sulfateRefChem:185141
Show more names
MSI 1256Squalamine, >98%(3β，5α，7α)-3-[[3-((4-Aminobutyl)amino)propyl]amino]cholestane-7，24-diol-24-hydrogen sulfate
Properties
Computed structural properties
- XLogP
- 4.3
- Topological polar surface area
- 142 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 16
- Heavy atoms
- 43
- Formal charge
- 0
- Complexity
- 976
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Sterol Lipids [ST] -> Steroid conjugates [ST05] -> Other Steroid conjugates [ST0505]
Physicochemical properties
- Density
- 1.13 · 1.13±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 100 mg/mL · DMSO : 100 mg/mL (159.25 mM)
- form
- Solid
- pka
- -3.49 · -3.49±0.18(Predicted)
- color
- Light yellow to yellow
- FDA UNII
- 8 PO54Z4V7 · F8PO54Z4V7
- Comptox DTXSID
- 40869971 · DTXSID40869971
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.
Agents and endogenous substances that antagonize or inhibit the development of new blood vessels.
Substances that inhibit the growth or reproduction of BACTERIA.
Applications
UsesSqualamine is an aminosterol broad-spectrum antibacterial drug present in shark tissue.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Squalamine is a bile acid.
Related reactions
2 records
Compound notes
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