Sinapinic acid

Details

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Internal ID a83d052f-b4b7-4b40-8d33-ac03c7a9a0b3
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
IUPAC Name (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C=CC(=O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)/C=C/C(=O)O
InChI InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+
InChI Key PCMORTLOPMLEFB-ONEGZZNKSA-N
Popularity 4,267 references in papers

Physical and Chemical Properties

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Molecular Formula C11H12O5
Molecular Weight 224.21 g/mol
Exact Mass 224.06847348 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 1.50

Synonyms

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Sinapinic acid
530-59-6
3,5-Dimethoxy-4-hydroxycinnamic acid
trans-sinapic acid
7362-37-0
SINAPINATE
(E)-Sinapic acid
Sinapate
Synapoic acid
4-Hydroxy-3,5-dimethoxycinnamic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Sinapinic acid

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
CHEMBL221 P23219 Cyclooxygenase-1 39200 nM
IC50
PMID: 22386242
CHEMBL230 P35354 Cyclooxygenase-2 28000 nM
IC50
PMID: 22386242

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.48% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.41% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.45% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.40% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.09% 96.09%
CHEMBL3194 P02766 Transthyretin 89.05% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.85% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.24% 99.17%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 80.54% 98.21%

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.
Abutilon theophrasti
Acacia adunca
Actaea cimicifuga
Actaea dahurica
Actaea simplex
Adiantum philippense
Ageratina areolaris
Aldama incana
Alliaria petiolata
Allium cepa
Allium sativum
Aloe africana
Aloe ferox
Aloe spicata
Aloe vera
Althaea officinalis
Amsinckia tessellata
Annona cornifolia
Arabidopsis thaliana
Artemisia pedemontana subsp. assoana
Aspalathus linearis
Astragalus sempervirens
Aucuba chinensis
Avena sativa
Betula pubescens
Blechnum minus
Brassica carinata
Brassica juncea
Brassica napus
Brassica oleracea
Brassica rapa
Brickellia vernicosa
Calligonum leucocladum
Calostephane divaricata
Caragana aurantiaca
Cassia javanica
Cedronella canariensis
Chaenomeles sinensis
Chrysosplenium americanum
Citrus × aurantium
Citrus deliciosa
Coffea canephora
Crocus minimus
Crocus sativus
Cunonia macrophylla
Curculigo pilosa
Cynometra lujae
Dasiphora fruticosa
Descurainia sophia
Dumortiera hirsuta
Echeveria secunda
Elettaria cardamomum
Entada rheedei
Eriocapitella tomentosa
Eritrichium sericeum
Eucalyptus melliodora
Eutrema japonicum
Ginkgo biloba
Glechoma hederacea
Gleditsia caspica
Glycine max
Gnetum latifolium
Goniothalamus malayanus
Haplophyllum ramosissimum
Hedysarum inundatum
Helichrysum mixtum
Hordeum vulgare
Hypericum laricifolium
Ipomoea digitata
Iris florentina
Isatis tinctoria
Isodon japonicus
Jacaratia spinosa
Juglans regia
Lepidium apetalum
Lepisorus ussuriensis
Linum usitatissimum
Lithospermum erythrorhizon
Lycopus europaeus
Lysiana subfalcata
Lysimachia mauritiana
Macaranga peltata
Magnolia officinalis
Malus sylvestris
Marrubium anisodon
Matthiola incana
Menyanthes trifoliata
Naucleopsis ternstroemiiflora
Nelumbo nucifera
Ocotea pittieri
Olea europaea
Oryza sativa
Osteospermum muricatum
Oxalis pes-caprae
Panax ginseng
Pastinaca sativa
Peltostigma guatemalense
Peperomia vulcanica
Perilla frutescens
Persea americana
Persicaria vivipara
Phaseolus vulgaris
Phlogacanthus tubiflorus
Physalis peruviana
Platycarya strobilacea
Poa huecu
Polygala tenuifolia
Polygonum aviculare
Posidonia oceanica
Premna odorata
Premna tomentosa
Prunus persica
Psephellus huber-morathii
Pterogyne nitens
Ranunculus ficaria
Rauvolfia vomitoria
Rhodanthe chlorocephala subsp. rosea
Rumex maritimus
Sabia japonica
Sagittaria sagittifolia
Salvia syriaca
Saussurea amara
Scutellaria amoena
Secale cereale
Secamone afzelii
Sida acuta
Sideritis euboea
Sinapis alba
Sisyrinchium californicum
Solanum laxum
Sorbus tianschanica
Stephania elegans
Swertia franchetiana
Swertia swertopsis
Taxus brevifolia
Tecoma stans
Theobroma cacao
Triticum aestivum
Triticum turgidum subsp. durum
Tsuga chinensis
Tussilago farfara
Utricularia australis
Vaccinium macrocarpon
Vaccinium oxycoccos
Vepris heterophylla
Vigna angularis
Vigna umbellata
Vincetoxicum hirundinaria subsp. hirundinaria
Vincetoxicum scandens
Virgilia divaricata
Vitis vinifera
Wikstroemia retusa
Woodsia manchuriensis
Zanthoxylum tetraspermum
Zea mays

Cross-Links

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PubChem 637775
NPASS NPC300326
ChEMBL CHEMBL109341
LOTUS LTS0173482
wikiData Q417527