Matairesinol

Details

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Internal ID 50210902-fd9b-48ac-ac21-e620564cb40e
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
IUPAC Name (3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
SMILES (Canonical) COC1=C(C=CC(=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O)OC)O
InChI InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1
InChI Key MATGKVZWFZHCLI-LSDHHAIUSA-N
Popularity 616 references in papers

Physical and Chemical Properties

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Molecular Formula C20H22O6
Molecular Weight 358.40 g/mol
Exact Mass 358.14163842 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 3.30

Synonyms

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(-)-Matairesinol
580-72-3
Artigenin congener
Matai-resinol
XLW63P8WUA
(3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
3R,4R-Bis((4-hydroxy-3-methoxyphenyl)methyl)dihydro-2(3H)-furanone
CHEBI:6698
(3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
(8R,8'R)-(-)-Matairesinol
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Matairesinol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.86% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 97.55% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.83% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.00% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.76% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.86% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.38% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.80% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.79% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.71% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.57% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.76% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.89% 89.00%
CHEMBL2535 P11166 Glucose transporter 80.23% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 80.09% 94.73%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Abies nephrolepis
Abies pinsapo
Adenia fruticosa
Alcea rosea
Alpinia roxburghii
Arctium lappa
Armoracia rusticana
Artemisia alpina
Asplenium adiantum-nigrum
Balanops australiana
Berberis koreana
Brandegea bigelovii
Breonia chinensis
Bupleurum salicifolium
Buxus wallichiana
Calocedrus formosana
Campylotropis hirtella
Capsicum annuum
Carthamus tinctorius
Cedrus deodara
Centaurea arenaria
Centaurea aspera
Centaurea calcitrapa
Centaurea nigra
Centaurea scabiosa
Centaurea scoparia
Centaurea solstitialis
Ceropegia dichotoma
Chiococca alba
Corydalis gigantea
Crinum moorei
Crossosoma bigelovii
Crotalaria candicans
Cryptomeria japonica
Cucumis melo
Daphne feddei
Daphne oleoides
Davallia perdurans
Dendrobium loddigesii
Distemonanthus benthamianus
Distephanus angulifolius
Echinochloa esculenta
Erucastrum gallicum
Eucalyptus apodophylla
Euonymus tingens
Euphorbia cornigera
Forsythia koreana
Forsythia ovata
Forsythia suspensa
Forsythia viridissima
Galium album
Glycosmis macrophylla
Gomphostemma crinitum
Gonzalezia decurrens
Gypsophila perfoliata
Heliopsis buphthalmoides
Himatanthus fallax
Hopea brevipetiolaris
Hordeum vulgare
Hylocomium splendens
Hypericum polyanthemum
Ipomoea cairica
Juglans regia
Juniperus drupacea
Juniperus phoenicea
Kokoona reflexa
Linum album
Linum flavum
Linum usitatissimum
Lophostemon confertus
Maesa ramentacea
Maharanga bicolor
Mentha × gentilis
Millettia laurentii
Millettia rubiginosa
Monodora tenuifolia
Mosla japonica
Neoorthocaulis floerkei
Ocimum tenuiflorum
Oenanthe aquatica
Ononis spinosa
Orbivestus karaguensis
Orthosiphon aristatus var. aristatus
Osteospermum hyoseroides
Panax stipuleanatus
Pentaclethra macrophylla
Periploca sepium
Picea obovata
Pinalia japonica
Pinus armandii
Pinus massoniana
Pinus strobus
Pinus sylvestris
Piper kwashoense
Plagiomnium undulatum
Plectocephalus americanus
Plectranthus hereroensis
Pluchea odorata
Podophyllum delavayi
Pometia pinnata
Psephellus schischkinii
Pterocaulon virgatum
Pulsatilla cernua
Rhodiola semenovii
Rubus phoenicolasius
Salacia lehmbachii
Salvia sessei
Salvia yosgadensis
Saussurea candicans
Saussurea macrota
Saussurea medusa
Saussurea pulchella
Saussurea salicifolia
Schoenocaulon officinale
Sedum cepaea
Sesamum indicum
Sideritis brevibracteata
Sideroxylon cubense
Solidago ptarmicoides
Sonneratia caseolaris
Stellera chamaejasme
Stephania zippeliana
Symplocos setchuensis
Taiwania cryptomerioides
Tamarix chinensis
Taxus cuspidata
Taxus mairei
Tephroseris flammea
Tetradium glabrifolium
Thuja occidentalis
Thujopsis dolabrata
Trachelospermum asiaticum
Trachelospermum axillare
Trachelospermum jasminoides
Tsuga chinensis
Tsuga heterophylla
Urbanodendron verrucosum
Vaccinium myrtillus
Veronica polita
Vitis vinifera
Zanthoxylum ailanthoides
Zanthoxylum integrifoliolum
Zanthoxylum riedelianum subsp. kellermanii

Cross-Links

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PubChem 119205
NPASS NPC68779
ChEMBL CHEMBL425148
LOTUS LTS0193475
wikiData Q4284467