1.0
2011-09-21 01:46:57 UTC
2017-04-03 05:02:18 UTC
FDB028896
Mannosyl-inositol-phosphorylceramide
Mannosyl-inositol-phosphorylceramide is involved in sphingolipid metabolism. Inositol-P-ceramide reacts with GDP-α-D-mannose to produce mannosyl-inositol-phosphorylceramide and GDP. The reaction is catalyzed by inositol phosphorylceramide mannosyltransferase.
Mannosyl-inositol-phosphorylceramide reacts with inositol phosphate to produce mannosyl-diinositol-phosphorylceramide and H2O. [HMDB]
MIPC
C56H110NO18P
1116.4423
1115.746052233
{[3,4-dihydroxy-2-(2-hydroxyhexacosanamido)octadecyl]oxy}[(2,3,5,6-tetrahydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexyl)oxy]phosphinic acid
[3,4-dihydroxy-2-(2-hydroxyhexacosanamido)octadecyl]oxy(2,3,5,6-tetrahydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexyl)oxyphosphinic acid
2631-40-5
CCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)NC(COP(O)(=O)OC1C(O)C(O)C(OC2OC(CO)C(O)C(O)C2O)C(O)C1O)C(O)C(O)CCCCCCCCCCCCCC
InChI=1S/C56H110NO18P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(60)55(69)57-41(45(61)42(59)37-35-33-31-29-27-16-14-12-10-8-6-4-2)40-72-76(70,71)75-54-50(66)48(64)53(49(65)51(54)67)74-56-52(68)47(63)46(62)44(39-58)73-56/h41-54,56,58-68H,3-40H2,1-2H3,(H,57,69)(H,70,71)
ZKFACHLEPWMTPW-UHFFFAOYSA-N
belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.
Phosphosphingolipids
Organic compounds
Lipids and lipid-like molecules
Sphingolipids
Phosphosphingolipids
Aliphatic heteromonocyclic compounds
Acetals
Alkyl glycosides
Carbonyl compounds
Cyclohexanols
Dialkyl phosphates
Fatty acyl glycosides of mono- and disaccharides
Hexoses
Hydrocarbon derivatives
Inositol phosphates
Monosaccharide phosphates
N-acyl amines
O-glycosyl compounds
Organic oxides
Organonitrogen compounds
Organopnictogen compounds
Oxacyclic compounds
Oxanes
Phosphoethanolamines
Polyols
Primary alcohols
Secondary carboxylic acid amides
Acetal
Alcohol
Aliphatic heteromonocyclic compound
Alkyl glycoside
Alkyl phosphate
Carbonyl group
Carboxamide group
Carboxylic acid derivative
Cyclic alcohol
Cyclitol or derivatives
Cyclohexanol
Dialkyl phosphate
Fatty acyl
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty amide
Glycosyl compound
Hexose monosaccharide
Hydrocarbon derivative
Inositol phosphate
Monosaccharide
Monosaccharide phosphate
N-acyl-amine
O-glycosyl compound
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organic phosphoric acid derivative
Organoheterocyclic compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Oxacycle
Oxane
Phosphoethanolamine
Phosphoric acid ester
Polyol
Primary alcohol
Secondary alcohol
Secondary carboxylic acid amide
Sphingoid-1-phosphate or derivatives
Solid
logp
5.83
ALOGPS
logs
-5.50
ALOGPS
solubility
3.54e-03 g/l
ALOGPS
logp
8.79
ChemAxon
pka_strongest_acidic
1.84
ChemAxon
pka_strongest_basic
-3.7
ChemAxon
iupac
{[3,4-dihydroxy-2-(2-hydroxyhexacosanamido)octadecyl]oxy}[(2,3,5,6-tetrahydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexyl)oxy]phosphinic acid
ChemAxon
average_mass
1116.4423
ChemAxon
mono_mass
1115.746052233
ChemAxon
smiles
CCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)NC(COP(O)(=O)OC1C(O)C(O)C(OC2OC(CO)C(O)C(O)C2O)C(O)C1O)C(O)C(O)CCCCCCCCCCCCCC
ChemAxon
formula
C56H110NO18P
ChemAxon
inchi
InChI=1S/C56H110NO18P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(60)55(69)57-41(45(61)42(59)37-35-33-31-29-27-16-14-12-10-8-6-4-2)40-72-76(70,71)75-54-50(66)48(64)53(49(65)51(54)67)74-56-52(68)47(63)46(62)44(39-58)73-56/h41-54,56,58-68H,3-40H2,1-2H3,(H,57,69)(H,70,71)
ChemAxon
inchikey
ZKFACHLEPWMTPW-UHFFFAOYSA-N
ChemAxon
polar_surface_area
325.85
ChemAxon
refractivity
288.96
ChemAxon
polarizability
132.43
ChemAxon
rotatable_bond_count
48
ChemAxon
acceptor_count
16
ChemAxon
donor_count
13
ChemAxon
physiological_charge
-1
ChemAxon
formal_charge
0
ChemAxon
Specdb::MsMs
2676669
Specdb::MsMs
2676670
Specdb::MsMs
2676671
Specdb::MsMs
3028287
Specdb::MsMs
3028288
Specdb::MsMs
3028289
HMDB12257
#<Reference:0x000055ce31705d50>
#<Reference:0x000055ce31705af8>
#<Reference:0x000055ce31705940>
#<Reference:0x000055ce31705788>
Anatidae
Type 1
specific
Anatidae
8830
Beefalo
Type 1
specific
Bos taurus X Bison bison
297284
Bison
Type 1
specific
Bison bison
9901
Buffalo
Type 1
specific
Bubalus bubalis
89462
Cattle (Beef, Veal)
Type 1
specific
Bos taurus
9913
Chicken
Type 1
specific
Gallus gallus
9031
Columbidae (Dove, Pigeon)
Type 1
specific
Columbidae
8930
Deer
Type 1
specific
Cervidae
9850
Domestic goat
Type 1
specific
Capra aegagrus hircus
9925
Domestic pig
Type 1
specific
Sus scrofa domestica
9825
Elk
Type 1
specific
Cervus canadensis
1574408
Emu
Type 1
specific
Dromaius novaehollandiae
8790
European rabbit
Type 1
specific
Oryctolagus
9984
Greylag goose
Type 1
specific
Anser anser
8843
Guinea hen
Type 1
specific
Numida meleagris
8996
Horse
Type 1
specific
Equus caballus
9796
Mallard duck
Type 1
specific
Anas platyrhynchos
8839
Mountain hare
Type 1
specific
Lepus timidus
62621
Mule deer
Type 1
specific
Odocoileus
9871
Ostrich
Type 1
specific
Struthio camelus
8801
Pheasant
Type 1
specific
Phasianus colchicus
9054
Quail
Type 1
specific
Phasianidae
9005
Rabbit
Type 1
specific
Leporidae
9979
Rock ptarmigan
Type 1
specific
Lagopus muta
64668
Sheep (Mutton, Lamb)
Type 1
specific
Ovis aries
9940
Squab
Type 1
specific
Columba
8931
Turkey
Type 1
specific
Meleagris gallopavo
9103
Velvet duck
Type 1
specific
Melanitta fusca
371864
Wild boar
Type 1
specific
Sus scrofa
9823
Acid ceramidase
Q13510
ASAH1
Alkaline ceramidase 1
Q8TDN7
ACER1
Alkaline ceramidase 2
Q5QJU3
ACER2
Antigen-presenting glycoprotein CD1d
P15813
CD1D
Beta-1,3-galactosyltransferase 5
Q9Y2C3
B3GALT5
Ceramide glucosyltransferase
Q16739
UGCG
Ceramide synthase 1
P27544
CERS1
Collagen type IV alpha-3-binding protein
Q9Y5P4
COL4A3BP
Epididymal secretory protein E1
P61916
NPC2
Galactocerebrosidase
P54803
GALC
Ganglioside GM2 activator
P17900
GM2A
Glucosylceramidase
P04062
GBA
GPI ethanolamine phosphate transferase 1
O95427
PIGN
GPI ethanolamine phosphate transferase 2
Q5H8A4
PIGG
GPI ethanolamine phosphate transferase 3
Q8TEQ8
PIGO
GPI mannosyltransferase 1
Q9H3S5
PIGM
GPI mannosyltransferase 2
Q9NUD9
PIGV
GPI mannosyltransferase 3
Q92521
PIGB
GPI mannosyltransferase 4
Q86VD9
PIGZ
GPI transamidase component PIG-S
Q96S52
PIGS
GPI transamidase component PIG-T
Q969N2
PIGT
GPI-anchor transamidase
Q92643
PIGK
Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase
Q9BYG0
B3GNT5
N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase
Q9Y2B2
PIGL
Neutral ceramidase
Q9NR71
ASAH2
Non-lysosomal glucosylceramidase
Q9HCG7
GBA2
Phosphatidylinositol glycan anchor biosynthesis class U protein
Q9H490
PIGU
Phosphatidylinositol N-acetylglucosaminyltransferase subunit A
P37287
PIGA
Phosphatidylinositol N-acetylglucosaminyltransferase subunit C
Q92535
PIGC
Phosphatidylinositol N-acetylglucosaminyltransferase subunit H
Q14442
PIGH
Phosphatidylinositol N-acetylglucosaminyltransferase subunit P
P57054
PIGP
Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q
Q9BRB3
PIGQ
Phosphatidylinositol N-acetylglucosaminyltransferase subunit Y
Q3MUY2
PIGY
Phosphatidylinositol-glycan biosynthesis class F protein
Q07326
PIGF
Phosphatidylinositol-glycan biosynthesis class W protein
Q7Z7B1
PIGW
Phosphatidylinositol-glycan biosynthesis class X protein
Q8TBF5
PIGX
Putative neutral ceramidase C
P0C7U2
ASAH2C
Sphingomyelin phosphodiesterase
P17405
SMPD1
T-cell surface glycoprotein CD1e, membrane-associated
P15812
CD1E