. 2015 Mar 22;3:4. doi: 10.1186/s40203-015-0008-z

Table 6.

MolDock molecular docking energies (kJ/mol) for flavonoids with human estrogen receptors α and β

Compound	Plant Source	ERα	ERβ
acacetin	Ginkgo biloba	−83.6	−96.0
	Turnera aphrodisiaca
	Turnera diffusa
amentoflavone	Ginkgo biloba	no dock	no dock
apigenin	Ginkgo biloba	−88.6	−97.3
	Silybum marianum
	Turnera aphrodisiaca
	Turnera diffusa
	Vitex agnus-castus
bilobetin	Ginkgo biloba	no dock	no dock
6"-caffeoylisoorientin	Vitex agnus-castus	no dock	no dock
6"-caffeoylisoorientin(4"-methylether)	Vitex agnus-castus	no dock	no dock
8-(5-carboxy-2-methoxyphenyl)-5,7-dihydroxy-4"-methoxyflavone	Ginkgo biloba	−50.1	−78.2
casticin	Centella asiatica	−15.6	−106.4
casticin	Vitex agnus-castus	−15.6	−106.4
castillicetin	Centella asiatica	−59.1	−89.5
castilliferol	Centella asiatica	−48.5	−85.2
chrysin	Ginkgo biloba	−81.6	−88.2
chrysoeriol	Silybum marianum	−94.6	−102.6
cisilandrin	Silybum marianum	no dock	no dock
2"-O-p-coumaroylorientin	Trigonella foenum-gracum	no dock	no dock
2"-O-p-coumaroylvitexin	Trigonella foenum-gracum	no dock	no dock
cyanidin	Ginkgo biloba	−89.1	−101.9
cyanidin	Trifolium pratense	−89.1	−101.9
2,3-dehydrosilybin	Silybum marianum	no dock	no dock
2,3-dehydrosilychristin	Silybum marianum	no dock	no dock
delphinidin	Trifolium pratense	−91.6	−102.3
5-O-demethyltangeretin	Vitex agnus-castus	−61.5	−101.1
6,8-digalactosylapigenin	Trigonella foenum-gracum	no dock	no dock
diosmetin	Turnera aphrodisiaca	−87.8	−102.0
diosmetin	Turnera diffusa	−87.8	−102.0
epigallocatechin	Ginkgo biloba	−88.1	−80.5
eriodictyol	Silybum marianum	−89.1	−101.3
folerogenin	Glycyrrhiza glabra	−78.2	−71.4
8-galactopyranosyl-6-quinovopyranosylapigenin	Trigonella foenum-graecum	no dock	no dock
8-galactopyranosyl-6-xylopyranosylapigenin	Trigonella foenum-graecum	no dock	no dock
garbanzol	Trifolium pratense	−84.7	−83.6
ginkgetin	Ginkgo biloba	no dock	no dock
glabranin	Glycyrrhiza glabra	−90.3	−94.3
glabrol	Glycyrrhiza glabra	−96.1	−97.4
gonzalitosin	Turnera aphrodisiaca	−71.7	−106.3
gonzalitosin	Turnera diffusa	−71.7	−106.3
gossypetin	Rhodiola rosea	−98.6	−105.7
(2R,3S,4S)-3,3′,4,4′,5,5′,7-heptahydroxyflavan	Ginkgo biloba	−89.9	−82.8
herbacetin	Rhodiola rosea	−94.6	−102.1
3-hydroxyglabrol	Glycyrrhiza glabra	−68.9	−101.5
isocisilandrin	Silybum marianum	no dock	no dock
isoginkgetin	Ginkgo biloba	no dock	no dock
isolicoflavonol	Glycyrrhiza glabra	−97.0	−102.0
isoorientin	Tribulus terrestris	no dock	no dock
	Trigonella foenum-graecum
	Vitex agnus-castus
isorhamnetin	Trifolium pratense	−95.2	−103.4
isoschaftoside	Glycyrrhiza glabra	no dock	no dock
isosilandrin A	Silybum marianum	no dock	no dock
isosilandrin B	Silybum marianum	no dock	no dock
isosilybin A	Silybum marianum	no dock	no dock
isosilybin B	Silybum marianum	no dock	no dock
isosilybin C	Silybum marianum	no dock	no dock
isosilybin D	Silybum marianum	no dock	no dock
isosilychristin	Silybum marianum	no dock	−69.6
isoviolanthin	Glycyrrhiza glabra	−44.1	no dock
isovitexin	Trigonella foenum-graecum	no dock	−6.7
isovitexin	Vitex agnus-castus	no dock	−6.7
isoxanthohumol	Humulus lupulus	−102.5	−99.6
kaempferol	Ginkgo biloba	−90.1	−98.8
	Glycyrrhiza glabra
	Silybum marianum
	Tribulus terrestris
	Trifolium pretense
	Trigonella foenum-graecum
kumatakenin	Glycyrrhiza glabra	−88.3	−101.2
laricitrin	Turnera aphrodisiaca	−90.4	−107.3
laricitrin	Turnera diffusa	−90.4	−107.3
licoagrodin	Glycyrrhiza glabra	no dock	no dock
licoflavanone	Glycyrrhiza glabra	−95.2	−102.2
liquiritigenin	Glycyrrhiza glabra	−84.9	−97.1
luteolin	Trigonella foenum-graecum	−92.0	−103.5
luteolin	Vitex agnus-castus	−92.0	−103.5
luteolin-8-propenoic acid	Turnera aphrodisiaca	−113.1	−123.1
luteolin-8-propenoic acid	Turnera diffusa	−113.1	−123.1
malvidin	Trifolium pratense	−86.0	−99.9
5′-methoxybilobetin	Ginkgo biloba	no dock	no dock
myricetin	Trifolium pratense	−90.7	−106.2
naringenin	Glycyrrhiza glabra	−86.3	−95.4
naringenin	Silybum marianum	−86.3	−95.4
neocorymboside	Trigonella foenum-graecum	no dock	no dock
neosilyhermin A	Silybum marianum	−42.8	−44.5
neosilyhermin B	Silybum marianum	no dock	−67.6
norwogonin	Glycyrrhiza glabra	−83.7	−91.9
orientin	Trigonella foenum-graecum	−83.7	−79.2
	Turnera aphrodisiaca
	Turnera diffusa
	Vitex agnus-castus
orientin-3"-ketone	Turnera aphrodisiaca	−83.8	−74.3
orientin-3"-ketone	Turnera diffusa	−83.8	−74.3
pectolinarigenin	Trifolium pratense	−84.8	−99.7
peonidin	Ginkgo biloba	−94.0	−100.5
peonidin	Trifolium pratense	−94.0	−100.5
pinocembrin	Glycyrrhiza glabra	−81.4	−88.1
	Turnera aphrodisiaca
	Turnera diffusa
6-prenyleriodictyol	Glycyrrhiza glabra	−82.1	−91.2
8-prenyleriodictyol	Glycyrrhiza uralensis	−102.9	−87.7
6-prenylnaringenin	Glycyrrhiza glabra	−62.8	−91.7
8-prenylnaringenin	Humulus lupulus	−99.2	−102.8
6-prenylpinocembrin	Glycyrrhiza glabra	−49.1	−89.1
quercetin	Ginkgo biloba	−94.5	−106.0
	Glycyrrhiza glabra
	Sambucus nigra
	Silybum marianum
	Tribulus terrestris
	Trigonella foenum-graecum
rhodiolin	Rhodiola rosea	no dock	no dock
santin	Vitex agnus-castus	−31.3	−107.9
sciadopitysin	Ginkgo biloba	no dock	no dock
shinflavanone	Glycyrrhiza glabra	−63.1	−77.4
sigmoidin B	Glycyrrhiza uralensis	−35.5	−92.7
silandrin A	Silybum marianum	no dock	no dock
silandrin B	Silybum marianum	no dock	no dock
silyamandin	Silybum marianum	no dock	no dock
silybin A	Silybum marianum	no dock	no dock
silybin B	Silybum marianum	no dock	no dock
silychristin	Silybum marianum	no dock	no dock
silychristin B	Silybum marianum	−69.2	no dock
silydianin	Silybum marianum	no dock	−73.5
silyhermin	Silybum marianum	no dock	72.2
silymonin	Silybum marianum	no dock	−69.2
syringetin	Turnera aphrodisiaca	−80.5	−95.1
syringetin	Turnera diffusa	−80.5	−95.1
taxifolin	Silybum marianum	−89.4	−104.6
3,4′,5,8-tetrahydroxyflavone	Trifolium pratense	−92.0	−103.1
tricetin	Ginkgo biloba	−86.2	−106.2
trigraecum	Trigonella foenum-graecum	−82.7	−94.4
vicenin 1	Trigonella foenum-graecum	no dock	no dock
vicenin 2	Trigonella foenum-graecum	no dock	no dock
vicenin 3	Trigonella foenum-graecum	no dock	no dock
vitexin	Glycyrrhiza glabra	−83.7	−88.5
vitexin	Vitex agnus-castus	−83.7	−88.5