Cinnamic acid

Details

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Internal ID cce806a2-6013-43cf-b272-66eecc53b799
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
IUPAC Name (E)-3-phenylprop-2-enoic acid
SMILES (Canonical) C1=CC=C(C=C1)C=CC(=O)O
SMILES (Isomeric) C1=CC=C(C=C1)/C=C/C(=O)O
InChI InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
InChI Key WBYWAXJHAXSJNI-VOTSOKGWSA-N
Popularity 9,526 references in papers

Physical and Chemical Properties

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Molecular Formula C9H8O2
Molecular Weight 148.16 g/mol
Exact Mass 148.052429494 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 2.10

Synonyms

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TRANS-CINNAMIC ACID
140-10-3
621-82-9
3-Phenylacrylic acid
(E)-Cinnamic acid
trans-3-Phenylacrylic acid
Phenylacrylic acid
Zimtsaeure
(E)-3-phenylprop-2-enoic acid
Cinnamylic 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 Cinnamic 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
CHEMBL3785 Q8TDS4 Hydroxycarboxylic acid receptor 2 4900 nM
Ki
PMID: 21167710

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.32% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.66% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.68% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.95% 96.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.69% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 87.45% 90.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.66% 94.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.45% 95.50%

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.
Achillea alexandri-regis
Aconitum jaluense
Adenostoma sparsifolium
Aegle marmelos
Ageratina anisochroma
Aiouea brenesii
Aloe
Aloe africana
Aloe castellorum
Aloe ferox
Aloe spicata
Aloe vera
Alpinia formosana
Alpinia galanga
Alpinia tonkinensis
Anadenanthera colubrina
Ananas comosus
Anastatica hierochuntica
Andrographis paniculata
Andryala pinnatifida
Anigozanthos preissii
Arabidopsis thaliana
Aragoa lucidula
Artemisia judaica
Artemisia pallens
Asparagus officinalis
Astianthus viminalis
Balanophora abbreviata
Balanophora fungosa
Balanophora tobiracola
Balsamorhiza sagittata
Betula pendula
Betula pubescens
Bletilla striata
Boschniakia rossica
Brassica napus
Callicarpa macrophylla
Camellia sinensis
Cananga odorata
Cannabis sativa
Capsicum annuum
Ceanothus velutinus
Chaenomeles sinensis
Chaenomeles speciosa
Cheniella glauca
Chenopodium album
Cinnamomum aromaticum
Cinnamomum verum
Citrus × aurantium
Citrus deliciosa
Colocasia antiquorum
Conocephalum conicum
Corymbia maculata
Cryptocarya amygdalina
Cucumis sativus
Daucus carota
Dicksonia sellowiana
Duranta erecta
Engelhardia roxburghiana
Ephedra distachya
Ephedra equisetina
Eucalyptus campanulata
Euphorbia micractina
Euphorbia tithymaloides
Foeniculum vulgare
Fragaria moschata
Gaultheria borneensis
Globularia alypum
Glycyrrhiza uralensis
Goniothalamus amuyon
Goniothalamus tenuifolius
Goupia glabra
Gymnacranthera farquhariana var. paniculata
Gymnophyton isatidicarpum
Gynerium sagittatum
Haplopappus foliosus
Harpagophytum procumbens
Harpagophytum zeyheri
Hoya pottsii
Illicium merrillianum
Illicium verum
Imperata cylindrica
Ipomoea leptophylla
Isodon japonicus
Isotachis japonica
Jatropha curcas
Kaempferia galanga
Lagotis yunnanensis
Leucophyllum ambiguum
Lindsaea javanensis
Liquidambar orientalis
Lonicera japonica
Lychnophora ericoides
Lycium chinense
Lysimachia monelli
Mandragora officinarum
Medicago sativa
Melia azedarach
Mentha arvensis
Mentha canadensis
Mitracarpus hirtus
Morus alba
Morus indica
Myroxylon balsamum
Nelumbo nucifera
Neolitsea cassia
Ocimum americanum
Ocimum basilicum
Ocotea odorifera
Olea europaea
Onychium lucidum
Origanum vulgare
Ornithogalum thyrsoides
Oxalis pes-caprae
Ozothamnus diosmifolius
Parthenium argentatum
Pelargonium incrassatum
Petunia axillaris
Phellodendron chinense var. glabriusculum
Phyllanthus emblica
Physalis peruviana
Pimenta racemosa
Pinus lambertiana
Piper sarmentosum
Plantago lanceolata
Plantago major
Platostoma africanum
Platycodon grandiflorus
Plinia cauliflora
Populus balsamifera
Populus deltoides
Populus nigra
Populus trichocarpa
Portulaca oleracea
Posidonia oceanica
Pseudostellaria heterophylla
Rehmannia glutinosa
Rheum officinale
Rheum palmatum
Rheum tanguticum
Rhodiola rosea
Rhododendron dauricum
Rubus chingii
Rubus coreanus
Sauromatum giganteum
Saussurea involucrata
Schisandra chinensis
Scrophularia buergeriana
Scrophularia ningpoensis
Scrophularia nodosa
Scutellaria barbata
Scutellaria grossa
Sphagneticola trilobata
Spiraea salicifolia
Spiraea thunbergii
Strobilanthes yunnanensis
Styrax
Styrax benzoin
Styrax tonkinensis
Tarenna attenuata
Taxus baccata
Tetrapanax papyrifer
Theobroma cacao
Vaccinium macrocarpon
Varronia curassavica
Viscum coloratum
Xanthium strumarium
Xanthium strumarium subsp. strumarium
Zanthoxylum armatum
Zingiber officinale
Ziziphus jujuba

Cross-Links

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PubChem 444539
NPASS NPC206800
ChEMBL CHEMBL27246
LOTUS LTS0128130
wikiData Q164785