1.0
2010-04-08 22:10:03 UTC
2019-11-26 03:06:23 UTC
FDB012204
Procyanidin B2
Present in red wine. Procyanidin B2 is found in many foods, some of which are alcoholic beverages, sherry, bilberry, and yellow zucchini.
(+)-Procyanidin B2
2,3-cis-Proanthocyanidin
cis,cis"-4,8"-Bi(3,3',4',5,7-pentahydroxyflavane)
EC-(4b,8)-EC
Epicathechin-(4b->8)-epicathechin
Epicathechin-(4beta->8)-epicathechin
Epicathechin-(4β->8)-epicathechin
Proanthocyanidin B2
Procyanidin B2
Procyanidin dimer B2
Procyanidol B2
C30H26O12
578.526
578.142426277
(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
procyanidin B2
29106-49-8
[H][C@]1([C@@H](O)[C@H](OC2=CC(O)=CC(O)=C12)C1=CC(O)=C(O)C=C1)C1=C(O)C=C(O)C2=C1O[C@@H]([C@H](O)C2)C1=CC(O)=C(O)C=C1
InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1
XFZJEEAOWLFHDH-NFJBMHMQSA-N
belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.
Biflavonoids and polyflavonoids
Organic compounds
Phenylpropanoids and polyketides
Flavonoids
Biflavonoids and polyflavonoids
Aromatic heteropolycyclic compounds
1-benzopyrans
1-hydroxy-2-unsubstituted benzenoids
1-hydroxy-4-unsubstituted benzenoids
3'-hydroxyflavonoids
3-hydroxyflavonoids
4'-hydroxyflavonoids
5-hydroxyflavonoids
7-hydroxyflavonoids
Alkyl aryl ethers
B-type proanthocyanidins
Benzene and substituted derivatives
Catechins
Catechols
Hydrocarbon derivatives
Oxacyclic compounds
Polyols
Secondary alcohols
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
3'-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Alcohol
Alkyl aryl ether
Aromatic heteropolycyclic compound
B-type proanthocyanidin
Benzenoid
Benzopyran
Bi- and polyflavonoid skeleton
Catechin
Catechol
Chromane
Ether
Flavan
Flavan-3-ol
Hydrocarbon derivative
Hydroxyflavonoid
Monocyclic benzene moiety
Organic oxygen compound
Organoheterocyclic compound
Organooxygen compound
Oxacycle
Phenol
Polyol
Proanthocyanidin
Secondary alcohol
Proanthocyanidins
Proanthocyanidins
biflavonoid
hydroxyflavan
polyphenol
proanthocyanidin
logp
2.29
logs
-3.62
solubility
1.38e-01 g/l
logp
3.12
pka_strongest_acidic
8.69
pka_strongest_basic
-5.2
iupac
(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
average_mass
578.526
mono_mass
578.142426277
smiles
[H][C@]1([C@@H](O)[C@H](OC2=CC(O)=CC(O)=C12)C1=CC(O)=C(O)C=C1)C1=C(O)C=C(O)C2=C1O[C@@H]([C@H](O)C2)C1=CC(O)=C(O)C=C1
formula
C30H26O12
inchi
InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1
inchikey
XFZJEEAOWLFHDH-NFJBMHMQSA-N
polar_surface_area
220.76
refractivity
146.51
polarizability
57.15
rotatable_bond_count
3
acceptor_count
12
donor_count
10
physiological_charge
0
formal_charge
0
Specdb::CMs
17721
Specdb::CMs
43615
Specdb::CMs
282503
Specdb::CMs
388359
Specdb::CMs
388360
Specdb::CMs
388361
Specdb::CMs
388362
Specdb::CMs
388363
Specdb::CMs
388364
Specdb::CMs
388365
Specdb::CMs
388366
Specdb::CMs
388367
Specdb::CMs
388368
Specdb::CMs
388369
Specdb::CMs
388370
Specdb::CMs
388371
Specdb::CMs
388372
Specdb::CMs
388373
Specdb::CMs
388374
Specdb::CMs
388375
Specdb::CMs
388376
Specdb::CMs
388377
Specdb::CMs
388378
Specdb::CMs
388379
Specdb::CMs
388380
Specdb::MsMs
81117
Specdb::MsMs
81118
Specdb::MsMs
81119
Specdb::MsMs
142149
Specdb::MsMs
142150
Specdb::MsMs
142151
Specdb::MsMs
285820
Specdb::MsMs
285821
Specdb::MsMs
285822
Specdb::MsMs
285823
Specdb::MsMs
285824
Specdb::MsMs
285825
Specdb::MsMs
373957
Specdb::MsMs
373958
Specdb::MsMs
373959
Specdb::MsMs
373960
Specdb::MsMs
373961
Specdb::MsMs
373962
Specdb::MsMs
374108
Specdb::MsMs
374109
Specdb::MsMs
374110
Specdb::MsMs
439161
Specdb::MsMs
440447
Specdb::MsMs
440448
Specdb::MsMs
440449
HMDB33973
#<Reference:0x0000555675b41ec0>
Alcoholic beverages
Unknown
generic
Amaranth
Type 1
specific
Amaranthus
3564
American cranberry
Type 1
specific
Vaccinium macrocarpon
13750
Annual wild rice
Type 1
specific
Zizania aquatica
75727
Apple
Type 1
specific
Malus pumila
283210
5.870179
19.601463574
0.0
mg/100 g
Apple cider
Type 2
specific
0.0
0.0
0.0
mg/100 g
Apricot
Type 1
specific
Prunus armeniaca
36596
0.0
0.0
0.0
mg/100 g
Avocado
Type 1
specific
Persea americana
3435
0.02
0.02
0.02
mg/100 g
Banana
Type 1
specific
Musa acuminata
4641
0.0
0.0
0.0
mg/100 g
Barley
Type 1
specific
Hordeum vulgare
4513
Bilberry
Type 1
specific
Vaccinium myrtillus
180763
Black tea
Type 1
1.633744
2.517487184
0.75
mg/100 g
Blackberry
Type 1
specific
Rubus
Breakfast cereal
Type 2
specific
Broad bean
Type 1
specific
Vicia faba
3906
12.079999
12.079999288
12.079999288
mg/100 g
Bulgur
Type 2
specific
Carrot
Type 1
specific
Daucus carota ssp. sativus
79200
0.0
0.0
0.0
mg/100 g
Cereals and cereal products
Unknown
generic
Ceylon cinnamon
Type 1
specific
Cinnamomum verum
128608
Chestnut
Type 1
specific
Castanea
21019
0.0
0.0
0.0
mg/100 g
Chickpea
Type 1
specific
Cicer arietinum
3827
0.0
0.0
0.0
mg/100 g
Chinese cinnamon
Type 1
specific
Cinnamomum aromaticum
119260
Chocolate
Type 2
specific
36.5
36.5
36.5
mg/100 g
Cinnamon
Type 1
specific
Cinnamomum
13428
Cloudberry
Type 1
specific
Rubus chamaemorus
57936
0.4
0.400000006
0.400000006
mg/100 g
Cocoa bean
Type 1
specific
Theobroma cacao
3641
Cocoa powder
Type 2
specific
71.571429
71.571428571
71.571428571
mg/100 g
Common bean
Type 1
specific
Phaseolus vulgaris
3885
0.232
0.575999999
0.0
mg/100 g
Common buckwheat
Type 1
specific
Fagopyrum esculentum
3617
Common grape
Type 1
specific
Vitis vinifera
29760
0.190817
0.360000014
0.0
mg/100 g
Common pea
Type 1
specific
Pisum sativum
3888
0.0
0.0
0.0
mg/100 g
Common wheat
Type 1
specific
Triticum aestivum
4565
0.0
0.0
0.0
mg/100 g
Corn
Type 1
specific
Zea mays
4577
Cucurbita
Type 1
specific
Cucurbita
3660
0.0
0.0
0.0
mg/100 g
Custard apple
Type 1
specific
Annona reticulata
301862
7.01
7.010000229
7.010000229
mg/100 g
Eggplant
Type 1
specific
Solanum melongena
4111
0.0
0.0
0.0
mg/100 g
European plum
Type 1
specific
Prunus domestica
3758
5.2
5.199999809
5.199999809
mg/100 g
Fig
Type 1
specific
Ficus carica
3494
0.0
0.0
0.0
mg/100 g
Flour
Type 2
specific
Fox grape
Type 1
specific
Vitis labrusca
103355
0.6
0.599999994
0.599999994
mg/100 g
Fruit juice
Type 2
specific
Garden tomato (var.)
Type 1
specific
Solanum lycopersicum var. lycopersicum
397755
0.0
0.0
0.0
mg/100 g
Grape wine
Type 2
specific
1.678602
4.973817584
0.004714285
mg/100 g
Green bean
Type 1
specific
Phaseolus vulgaris
3885
0.348
0.575999999
0.119999995
mg/100 g
Green bell pepper
Type 1
specific
Capsicum annuum
4072
0.0
0.0
0.0
mg/100 g
Green tea
Type 1
1.633744
2.517487184
0.75
mg/100 g
Green zucchini
Type 1
specific
Cucurbita pepo var. cylindrica
0.0
0.0
0.0
mg/100 g
Guava
Type 1
specific
Psidium guajava
120290
Hard wheat
Type 1
specific
Triticum durum
4567
Herbal tea
Type 1
Hot chocolate
Type 2
specific
6.1
6.099999905
6.099999905
mg/100 g
Italian sweet red pepper
Type 1
specific
Capsicum annuum
4072
0.0
0.0
0.0
mg/100 g
Japanese persimmon
Type 1
specific
Diospyros kaki
35925
0.0
0.0
0.0
mg/100 g
Kiwi
Type 1
specific
Actinidia chinensis
3625
0.14
0.140000006
0.140000006
mg/100 g
Lentils
Type 1
generic
Lens culinaris
3864
0.1725
0.344999999
0.0
mg/100 g
Lettuce
Type 1
specific
Lactuca sativa
4236
0.0
0.0
0.0
mg/100 g
Loquat
Type 1
specific
Eriobotrya japonica
32224
Malus (Crab apple)
Type 1
specific
Malus
3749
Medlar
Type 1
specific
Mespilus germanica
36616
0.78
0.779999971
0.779999971
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
Other cocoa product
Type 2
specific
Peach (var.)
Type 1
specific
Prunus persica var. persica
323852
2.32
2.320000013
2.320000013
mg/100 g
Peanut
Type 1
specific
Arachis hypogaea
3818
Pear
Type 1
specific
Pyrus communis
23211
0.33
0.660000006
0.0
mg/100 g
Pepper
Type 1
specific
Capsicum annuum
4072
0.0
0.0
0.0
mg/100 g
Pineapple
Type 1
specific
Ananas comosus
4615
0.0
0.0
0.0
mg/100 g
Pomegranate
Type 1
specific
Punica granatum
22663
0.0
0.0
0.0
mg/100 g
Quince
Type 1
specific
Cydonia oblonga
36610
1.34
1.339999994
1.339999994
mg/100 g
Quinoa
Type 1
specific
Chenopodium quinoa
63459
Red bell pepper
Type 1
specific
Capsicum annuum
4072
0.0
0.0
0.0
mg/100 g
Red raspberry
Type 1
specific
Rubus idaeus
32247
0.1
0.100000004
0.100000004
mg/100 g
Red rice
Type 1
specific
Oryza rufipogon
4529
Red tea
Type 1
Redcurrant
Type 1
specific
Ribes rubrum
175228
0.0
0.0
0.0
mg/100 g
Rice
Type 1
specific
Oryza sativa
4530
Rubus (Blackberry, Raspberry)
Type 1
specific
Rubus
23216
0.83
0.830000003
0.830000003
mg/100 g
Rye
Type 1
specific
Secale cereale
4550
Sherry
Type 2
specific
0.729
0.728999972
0.728999972
mg/100 g
Sorghum
Type 1
specific
Sorghum bicolor
4558
Soy bean
Type 1
specific
Glycine max
3847
Spelt
Type 1
specific
Triticum spelta
58933
Star fruit
Type 1
specific
Averrhoa carambola
28974
Strawberry
Type 1
specific
Fragaria X ananassa
3747
0.03
0.029999999
0.029999999
mg/100 g
Sweet bay
Type 1
specific
Laurus nobilis
85223
Sweet cherry
Type 1
specific
Prunus avium
42229
2.1
2.099999905
2.099999905
mg/100 g
Tartary buckwheat
Type 1
specific
Fagopyrum tataricum
62330
Tea
Type 1
specific
Camellia sinensis
4442
1.633744
2.517487184
0.75
mg/100 g
Teff
Type 1
specific
Eragrostis tef
110835
Triticale
Type 1
specific
X Triticosecale rimpaui
Wheat
Type 1
specific
Triticum
4564
Wild rice
Type 1
specific
Zizania
15949
Yellow wax bean
Type 1
specific
Phaseolus vulgaris
3885
0.12
0.119999995
0.119999995
mg/100 g
Yellow zucchini
Type 1
specific
Cucurbita pepo var. cylindrica
0.0
0.0
0.0
mg/100 g
antioxidant
502
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.
beta-adrenergic receptor blocker
727
Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.