1.0
2011-09-21 00:39:06 UTC
2015-07-21 06:57:59 UTC
FDB024054
3-Carboxy-1-hydroxypropylthiamine diphosphate
3-Carboxy-1-hydroxypropyl-ThPP is an intermediate in Citrate cycle (TCA cycle). 3-Carboxy-1-hydroxypropyl-ThPP is the second to last step in the synthesis of Succinyl-CoA and is converted from 2-Oxoglutarate via the enzyme 2-oxoglutarate dehydrogenase E1 component (EC.1.2.4.2). It is then converted to S-Succinyldihydrolipoamide-E via the enzyme 2-oxoglutarate dehydrogenase E1 component (EC.1.2.4.2). [HMDB]
2-(3-Carboxy-1-hydroxypropyl)thiamine diate
2-(3-Carboxy-1-hydroxypropyl)thiamine diic acid
2-(3-carboxy-1-hydroxypropyl)thiamine diphosphate
3-[(4-amino-2-Methylpyrimidin-5-yl)methyl]-2-(3-carboxy-1-hydroxypropyl)-5-(2-dioethyl)-4-methyl-1,3-thiazol-3-ium
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-(3-carboxy-1-hydroxypropyl)-5-(2-diphosphoethyl)-4-methyl-1,3-thiazol-3-ium
3-Carboxy-1-hydroxypropyl-ThPP
C16H25N4O10P2S
527.403
527.076661754
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-(3-carboxy-1-hydroxypropyl)-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium
3-carboxy-1-hydroxypropyl-thpp
CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC(C(O)CCC(O)=O)=[N+]1CC1=C(N)N=C(C)N=C1
InChI=1S/C16H24N4O10P2S/c1-9-13(5-6-29-32(27,28)30-31(24,25)26)33-16(12(21)3-4-14(22)23)20(9)8-11-7-18-10(2)19-15(11)17/h7,12,21H,3-6,8H2,1-2H3,(H5-,17,18,19,22,23,24,25,26,27,28)/p+1
ZWUKRGPVMMTMAF-UHFFFAOYSA-O
belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group.
Thiamine phosphates
Organic compounds
Organoheterocyclic compounds
Diazines
Pyrimidines and pyrimidine derivatives
Aromatic heteromonocyclic compounds
2,4,5-trisubstituted thiazoles
Amino acids
Aminopyrimidines and derivatives
Aromatic alcohols
Azacyclic compounds
Carbonyl compounds
Carboxylic acids
Heteroaromatic compounds
Hydrocarbon derivatives
Imidolactams
Monoalkyl phosphates
Monocarboxylic acids and derivatives
Organic cations
Organic oxides
Organic pyrophosphates
Organopnictogen compounds
Primary amines
Secondary alcohols
2,4,5-trisubstituted 1,3-thiazole
Alcohol
Alkyl phosphate
Amine
Amino acid
Amino acid or derivatives
Aminopyrimidine
Aromatic alcohol
Aromatic heteromonocyclic compound
Azacycle
Azole
Carbonyl group
Carboxylic acid
Carboxylic acid derivative
Heteroaromatic compound
Hydrocarbon derivative
Imidolactam
Monoalkyl phosphate
Monocarboxylic acid or derivatives
Organic cation
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organic phosphoric acid derivative
Organic pyrophosphate
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Phosphoric acid ester
Primary amine
Secondary alcohol
Thiamine-phosphate
Thiazole
1,3-thiazolium cation
Solid
logp
-0.64
logs
-4.02
solubility
5.40e-02 g/l
logp
-7.3
pka_strongest_acidic
1.77
pka_strongest_basic
5.54
iupac
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-(3-carboxy-1-hydroxypropyl)-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium
average_mass
527.403
mono_mass
527.076661754
smiles
CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC(C(O)CCC(O)=O)=[N+]1CC1=C(N)N=C(C)N=C1
formula
C16H25N4O10P2S
inchi
InChI=1S/C16H24N4O10P2S/c1-9-13(5-6-29-32(27,28)30-31(24,25)26)33-16(12(21)3-4-14(22)23)20(9)8-11-7-18-10(2)19-15(11)17/h7,12,21H,3-6,8H2,1-2H3,(H5-,17,18,19,22,23,24,25,26,27,28)/p+1
inchikey
ZWUKRGPVMMTMAF-UHFFFAOYSA-O
polar_surface_area
226.5
refractivity
127.37
polarizability
47.11
rotatable_bond_count
12
acceptor_count
11
donor_count
6
physiological_charge
-2
formal_charge
1
Specdb::NmrOneD
88592
Specdb::NmrOneD
88593
Specdb::NmrOneD
88594
Specdb::NmrOneD
88595
Specdb::NmrOneD
88596
Specdb::NmrOneD
88597
Specdb::NmrOneD
88598
Specdb::NmrOneD
88599
Specdb::NmrOneD
88600
Specdb::NmrOneD
88601
Specdb::NmrOneD
88602
Specdb::NmrOneD
88603
Specdb::NmrOneD
88604
Specdb::NmrOneD
88605
Specdb::NmrOneD
88606
Specdb::NmrOneD
88607
Specdb::NmrOneD
88608
Specdb::NmrOneD
88609
Specdb::NmrOneD
88610
Specdb::NmrOneD
88611
Specdb::MsMs
290068
Specdb::MsMs
290069
Specdb::MsMs
290070
Specdb::MsMs
2651909
Specdb::MsMs
2651910
Specdb::MsMs
2651911
Specdb::CMs
10937
Specdb::CMs
39066
HMDB06744
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-oxoglutarate dehydrogenase-like, mitochondrial
Q9ULD0
OGDHL
2-oxoglutarate dehydrogenase, mitochondrial
Q02218
OGDH