Phytosphingosine
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Phytosphingosine
structure -
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CAS No:
554-62-1
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Formula:
C18H39NO3
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Chemical Name:
Phytosphingosine
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Synonyms:
1,3,4-Octadecanetriol,2-amino-,(2S,3S,4R)-;Phytosphingosine;1,3,4-Octadecanetriol,2-amino-,D-ribo-;1,3,4-Octadecanetriol,2-amino-,[2S-(2R*,3R*,4S*)]-;(2S,3S,4R)-2-Amino-1,3,4-octadecanetriol;C18-Phytosphingosine;Sphinganine,4-D-hydroxy-;4-D-Hydroxysphinganine;D-ribo-1,3,4-Trihydroxy-2-aminooctadecane;(+)-D-ribo-Phytosphingosine;D-ribo-Phytosphingosine;(2S,3S,4R)-2-Amino-1,3,4-trihydroxyoctadecane;33511-66-9;947747-32-2
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CAS No:
Description
Off-White Solid
Solid
Phytosphingosine is a sphingoid, an amino alcohol and a triol. It has a role as a Saccharomyces cerevisiae metabolite and a mouse metabolite. It derives from a N-acyl-beta-D-galactosylphytosphingosine and a sphinganine. It is a conjugate base of a phytosphingosine(1+).
Characteristics
86.7
5.18
Solid
1.0±0.1 g/cm3
110-112.5 °C
483.7±40.0 °C at 760 mmHg
246.4±27.3 °C
1.490
196.2 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|180.68 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]
Safety Information
NONH for all modes of transport
1
P273, P280, P305+P351+P338, P310, P391, P501
H318
|Danger|H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]|P273, P280, P305+P351+P338, P310, P391, and P501|Aggregated GHS information provided by 8 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Phytosphingosine Use and Manufacturing
phytosphingosine is a sphingolipid that can improve the overall condition of skin and hair. Some sources site anti-microbial and anti-inflammatory properties. Research indicates similar activity to retinoic acid, in which case it may be particularly beneficial for aging and photo-aging skin. Phytosphingosine is a natural anti-microbial compound and it is involved in several cellular processes such as cell differentiation and anti-inflammation.
Lipids -> Sphingolipids [SP] -> Sphingoid bases [SP01] -> 4-Hydroxysphinganines (Phytosphingosines) [SP0103]|Cosmetics -> Hair conditioning; Skin conditioning
Computed Properties
Molecular Weight:317.5
XLogP3:4.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:16
Exact Mass:317.29299411
Monoisotopic Mass:317.29299411
Topological Polar Surface Area:86.7
Heavy Atom Count:22
Complexity:226
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
A precursor to ceramides, has anti-microbial and anti-inflammatory properties, supports skin barrier repair
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