1.0
2010-04-08 22:05:29 UTC
2020-02-24 19:10:36 UTC
FDB002714
Malvidin 3-glucoside
Pigment of skins of black grapes, also in other plants. Found in red wine. Malvidin glycoside is a biomarker for the consumption of blueberries.
Enin
Enoside
Ligulin
Malvidin 3-glucoside
Malvidin 3-O-beta-D-glucopyranoside
Malvidin 3-O-glucoside
Malvidin-3-glucoside
Oenin
C23H25O12
493.4374
493.134601264
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium
7228-78-6
COC1=CC(=CC(OC)=C1O)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChI=1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19-,20+,21-,23-/m1/s1
PXUQTDZNOHRWLI-OXUVVOBNSA-O
belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position.
Anthocyanidin-3-O-glycosides
Organic compounds
Phenylpropanoids and polyketides
Flavonoids
Flavonoid glycosides
Aromatic heteropolycyclic compounds
1-benzopyrans
1-hydroxy-2-unsubstituted benzenoids
1-hydroxy-4-unsubstituted benzenoids
3'-O-methylated flavonoids
4'-hydroxyflavonoids
5-hydroxyflavonoids
7-hydroxyflavonoids
Acetals
Alkyl aryl ethers
Anisoles
Anthocyanidins
Dimethoxybenzenes
Flavonoid-3-O-glycosides
Heteroaromatic compounds
Hexoses
Hydrocarbon derivatives
Methoxyphenols
O-glycosyl compounds
Organic cations
Oxacyclic compounds
Oxanes
Phenoxy compounds
Polyols
Primary alcohols
Secondary alcohols
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
3p-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Acetal
Alcohol
Alkyl aryl ether
Anisole
Anthocyanidin
Anthocyanidin-3-o-glycoside
Aromatic heteropolycyclic compound
Benzenoid
Benzopyran
Dimethoxybenzene
Ether
Flavonoid-3-o-glycoside
Glycosyl compound
Heteroaromatic compound
Hexose monosaccharide
Hydrocarbon derivative
Hydroxyflavonoid
M-dimethoxybenzene
Methoxybenzene
Methoxyphenol
Monocyclic benzene moiety
Monosaccharide
O-glycosyl compound
Organic cation
Organic oxygen compound
Organoheterocyclic compound
Organooxygen compound
Oxacycle
Oxane
Phenol
Phenol ether
Phenoxy compound
Polyol
Primary alcohol
Secondary alcohol
Anthocyanidins
Anthocyanidins and anthocyanins
anthocyanin cation
aromatic ether
beta-D-glucoside
logp
1.30
logs
-3.16
solubility
3.70e-01 g/l
logp
0.17
pka_strongest_acidic
6.38
pka_strongest_basic
-3
iupac
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium
average_mass
493.4374
mono_mass
493.134601264
smiles
COC1=CC(=CC(OC)=C1O)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
formula
C23H25O12
inchi
InChI=1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19-,20+,21-,23-/m1/s1
inchikey
PXUQTDZNOHRWLI-OXUVVOBNSA-O
polar_surface_area
191.67
refractivity
127.2
polarizability
48.11
rotatable_bond_count
6
acceptor_count
12
donor_count
7
physiological_charge
0
formal_charge
1
Specdb::CMs
18810
Specdb::CMs
42153
Specdb::CMs
169253
Specdb::MsMs
52845
Specdb::MsMs
52846
Specdb::MsMs
52847
Specdb::MsMs
136158
Specdb::MsMs
136159
Specdb::MsMs
136160
Specdb::MsMs
439216
Specdb::MsMs
448157
Specdb::MsMs
1479309
Specdb::MsMs
1479414
Specdb::MsMs
3091079
Specdb::MsMs
3091080
Specdb::MsMs
3091081
HMDB30777
#<Reference:0x000055567418e280>
Alcoholic beverages
Unknown
generic
Amaranth
Type 1
specific
Amaranthus
3564
American cranberry
Type 1
specific
Vaccinium macrocarpon
13750
0.0
0.0
0.0
mg/100 g
Annual wild rice
Type 1
specific
Zizania aquatica
75727
Barley
Type 1
specific
Hordeum vulgare
4513
Bilberry
Type 1
specific
Vaccinium myrtillus
180763
35.25
35.25
35.25
mg/100 g
Black chokeberry
Type 1
specific
Photinia melanocarpa
661339
0.0
0.0
0.0
mg/100 g
Blackcurrant
Type 1
specific
Ribes nigrum
78511
0.0
0.0
0.0
mg/100 g
Breakfast cereal
Type 2
specific
Bulgur
Type 2
specific
Canada blueberry
Type 1
specific
Vaccinium myrtilloides
1503870
Cereals and cereal products
Unknown
generic
Common bean
Type 1
specific
Phaseolus vulgaris
3885
0.2
0.600000024
0.0
mg/100 g
Common buckwheat
Type 1
specific
Fagopyrum esculentum
3617
Common grape
Type 1
specific
Vitis vinifera
29760
19.61375
39.227499677
0.0
mg/100 g
Common wheat
Type 1
specific
Triticum aestivum
4565
Corn
Type 1
specific
Zea mays
4577
Flour
Type 2
specific
Fruits
Unknown
generic
Grape
Type 1
specific
Vitis
3603
Grape wine
Type 2
specific
5.004366
9.969982
0.03875
mg/100 g
Green bean
Type 1
specific
Phaseolus vulgaris
3885
0.0
0.0
0.0
mg/100 g
Hard wheat
Type 1
specific
Triticum durum
4567
Highbush blueberry
Type 1
specific
Vaccinium corymbosum
69266
11.180869
11.180868578
11.180868578
mg/100 g
Lingonberry
Type 1
specific
Vaccinium vitis-idaea
180772
0.0
0.0
0.0
mg/100 g
Lowbush blueberry
Type 1
specific
Vaccinium angustifolium
472369
14.607805
26.068610191
3.146999955
mg/100 g
Millet
Type 1
specific
Panicum miliaceum
4540
Oat
Type 1
specific
Avena sativa
4498
Oriental wheat
Type 1
specific
Triticum turanicum
376534
Quinoa
Type 1
specific
Chenopodium quinoa
63459
Rabbiteye blueberry
Type 1
specific
Vaccinium virgatum
Red raspberry
Type 1
specific
Rubus idaeus
32247
0.311893
0.623785402
0.0
mg/100 g
Red rice
Type 1
specific
Oryza rufipogon
4529
Red wine
Type 2
0.0
0.0
0.0
mg/100 g
Rice
Type 1
specific
Oryza sativa
4530
Rubus (Blackberry, Raspberry)
Type 1
specific
Rubus
23216
0.0
0.0
0.0
mg/100 g
Rye
Type 1
specific
Secale cereale
4550
Sorghum
Type 1
specific
Sorghum bicolor
4558
Soy bean
Type 1
specific
Glycine max
3847
Spelt
Type 1
specific
Triticum spelta
58933
Strawberry
Type 1
specific
Fragaria X ananassa
3747
0.0
0.0
0.0
mg/100 g
Summer grape
Type 1
specific
Vitis aestivalis
3605
6.95
6.949999809
6.949999809
mg/100 g
Sweet cherry
Type 1
specific
Prunus avium
42229
0.0
0.0
0.0
mg/100 g
Tartary buckwheat
Type 1
specific
Fagopyrum tataricum
62330
Teff
Type 1
specific
Eragrostis tef
110835
Triticale
Type 1
specific
X Triticosecale rimpaui
Vaccinium (Blueberry, Cranberry, Huckleberry)
Type 1
specific
Vaccinium
13749
Wheat
Type 1
specific
Triticum
4564
White wine
Type 2
0.0
0.0
0.0
mg/100 g
Wild rice
Type 1
specific
Zizania
15949
Yellow wax bean
Type 1
specific
Phaseolus vulgaris
3885
0.0
0.0
0.0
mg/100 g