1.0
2011-09-21 00:39:12 UTC
2015-07-21 06:57:59 UTC
FDB024056
Dihydroceramide
Dihydroceramide is an intermediate in sphingolipid metabolism. Dihydroceramide is the third to last step in the synthesis of beta-D-Galactosyl-1,4-beta-D glucosylceramide and is converted from sphinganine via the enzyme acyl-CoA-dependent ceramide synthase (EC 2.3.1.24). It is then converted to N-acylsphingosine via the enzyme fatty acid desaturase (EC 1.14.-.-). [HMDB]
N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide
N-Acylsphinganine
C19H39NO3
329.5179
329.292994119
N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide
N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC=O
InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)18(16-21)20-17-22/h17-19,21,23H,2-16H2,1H3,(H,20,22)/t18-,19+/m0/s1
XSDVOEIEBUGRQX-RBUKOAKNSA-N
belongs to the class of organic compounds known as secondary carboxylic acid amides. Secondary carboxylic acid amides are compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl).
Secondary carboxylic acid amides
Organic compounds
Organic acids and derivatives
Carboxylic acids and derivatives
Carboxylic acid derivatives
Aliphatic acyclic compounds
Carbonyl compounds
Hydrocarbon derivatives
Organic oxides
Organonitrogen compounds
Organopnictogen compounds
Primary alcohols
Secondary alcohols
Alcohol
Aliphatic acyclic compound
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Primary alcohol
Secondary alcohol
Secondary carboxylic acid amide
Solid
logp
4.68
logs
-4.85
solubility
4.65e-03 g/l
logp
4.54
pka_strongest_acidic
14.11
pka_strongest_basic
-0.41
iupac
N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide
average_mass
329.5179
mono_mass
329.292994119
smiles
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC=O
formula
C19H39NO3
inchi
InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)18(16-21)20-17-22/h17-19,21,23H,2-16H2,1H3,(H,20,22)/t18-,19+/m0/s1
inchikey
XSDVOEIEBUGRQX-RBUKOAKNSA-N
polar_surface_area
69.56
refractivity
95.88
polarizability
42.49
rotatable_bond_count
17
acceptor_count
3
donor_count
3
physiological_charge
0
formal_charge
0
Sphingolipid Metabolism
SMP00034
map00500
Specdb::CMs
2438
Specdb::CMs
39067
Specdb::CMs
133487
Specdb::CMs
141221
Specdb::MsMs
182631
Specdb::MsMs
182632
Specdb::MsMs
182633
Specdb::MsMs
182979
Specdb::MsMs
182980
Specdb::MsMs
182981
Specdb::MsMs
2336056
Specdb::MsMs
2336057
Specdb::MsMs
2336058
Specdb::MsMs
2629574
Specdb::MsMs
2629575
Specdb::MsMs
2629576
HMDB06752
31488
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
2-hydroxyacylsphingosine 1-beta-galactosyltransferase
Q16880
UGT8
Acid ceramidase
Q13510
ASAH1
Alkaline ceramidase 1
Q8TDN7
ACER1
Alkaline ceramidase 2
Q5QJU3
ACER2
Alkaline ceramidase 3
Q9NUN7
ACER3
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
Phosphatidylcholine:ceramide cholinephosphotransferase 1
Q86VZ5
SGMS1
Phosphatidylcholine:ceramide cholinephosphotransferase 2
Q8NHU3
SGMS2
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
Protein FAN
Q92636
NSMAF
Putative neutral ceramidase C
P0C7U2
ASAH2C
Sphingolipid delta(4)-desaturase/C4-hydroxylase DES2
Q6QHC5
DEGS2
Sphingomyelin phosphodiesterase
P17405
SMPD1
Sphingosine-1-phosphate lyase 1
O95470
SGPL1
T-cell surface glycoprotein CD1e, membrane-associated
P15812
CD1E