1.0
2011-09-21 00:16:57 UTC
2015-07-21 06:57:17 UTC
FDB022618
L-Dopachrome
The non-decarboxylative tautomerization of L-dopachrome to 5,6-dihydroxyindole-2-carboxylic acid in the melanin biosynthetic pathway is catalyzed by Tyrosinase-related protein-2, a melanocyte-specific enzyme. (PMID 11095412) [HMDB]
2-L-carboxy-2,3-dihydroindole-5,6-quinone
L-dopachrome
C9H7NO4
193.1562
193.037507717
(2S)-5,6-dioxo-2,4,5,6-tetrahydro-1H-indole-2-carboxylic acid
L-dopachrome
89762-39-0
OC(=O)[C@H]1NC2=CC(=O)C(=O)CC2=C1
InChI=1S/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h1,3,6,10H,2H2,(H,13,14)/t6-/m0/s1
CKZOQLKEDKSKJR-LURJTMIESA-N
Solid
logp
0.16
logs
-1.21
solubility
1.19e+01 g/l
logp
-0.29
pka_strongest_acidic
3.61
pka_strongest_basic
-8.8
iupac
(2S)-5,6-dioxo-2,4,5,6-tetrahydro-1H-indole-2-carboxylic acid
average_mass
193.1562
mono_mass
193.037507717
smiles
OC(=O)[C@H]1NC2=CC(=O)C(=O)CC2=C1
formula
C9H7NO4
inchi
InChI=1S/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h1,3,6,10H,2H2,(H,13,14)/t6-/m0/s1
inchikey
CKZOQLKEDKSKJR-LURJTMIESA-N
polar_surface_area
83.47
refractivity
47.75
polarizability
17.55
rotatable_bond_count
1
acceptor_count
5
donor_count
2
physiological_charge
-1
formal_charge
0
Tyrosine Metabolism
SMP00006
map00350
Specdb::CMs
15166
Specdb::CMs
38070
Specdb::MsMs
299641
Specdb::MsMs
299642
Specdb::MsMs
299643
Specdb::MsMs
341704
Specdb::MsMs
341705
Specdb::MsMs
341706
HMDB01430
15772
#<Reference:0x0000555676108278>
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
Macrophage migration inhibitory factor
P14174
MIF