(Z)-resveratrol

Details

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Internal ID 6e53fe2a-ca93-4830-927b-2673e9785d1f
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name 5-[(Z)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol
SMILES (Canonical) C1=CC(=CC=C1C=CC2=CC(=CC(=C2)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C\C2=CC(=CC(=C2)O)O)O
InChI InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1-
InChI Key LUKBXSAWLPMMSZ-UPHRSURJSA-N
Popularity 10,878 references in papers

Physical and Chemical Properties

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Molecular Formula C14H12O3
Molecular Weight 228.24 g/mol
Exact Mass 228.078644241 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 3.10

Synonyms

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(Z)-resveratrol
61434-67-1
Cis resveratrol
Resveratrol, (Z)-
5-[(Z)-2-(4-hydroxyphenyl)vinyl]benzene-1,3-diol
(Z)-3,5,4'-trihydroxystilbene
cis-3,4',5-trihydroxystilbene
5-[(Z)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol
Resveratrol (Z)-form [MI]
UNII-AUA0K06FSB
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (Z)-resveratrol

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
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 15848.9 nM
35481.3 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL3577 P00352 Aldehyde dehydrogenase 1A1 8912.5 nM
39810.7 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL2903 P16050 Arachidonate 15-lipoxygenase 19952.6 nM
Potency
via CMAUP
CHEMBL3594 Q16790 Carbonic anhydrase IX 810 nM
Ki
via Super-PRED
CHEMBL3242 O43570 Carbonic anhydrase XII 950 nM
Ki
via Super-PRED
CHEMBL3510 Q9ULX7 Carbonic anhydrase XIV 830 nM
Ki
via Super-PRED
CHEMBL4096 P04637 Cellular tumor antigen p53 7943.3 nM
7943.3 nM
7943.3 nM
Potency
Potency
Potency
via CMAUP
via CMAUP
via CMAUP
CHEMBL3356 P05177 Cytochrome P450 1A2 630.96 nM
199.53 nM
AC50
AC50
via CMAUP
via CMAUP
CHEMBL3622 P33261 Cytochrome P450 2C19 2.5 nM
31622.8 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL3397 P11712 Cytochrome P450 2C9 25118.9 nM
10000 nM
31622.8 nM
Potency
Potency
Potency
via CMAUP
via CMAUP
via CMAUP
CHEMBL289 P10635 Cytochrome P450 2D6 10000 nM
39810.7 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL340 P08684 Cytochrome P450 3A4 2511.9 nM
3162.3 nM
2511.9 nM
3162.3 nM
Potency
Potency
Potency
Potency
via CMAUP
via CMAUP
via CMAUP
via CMAUP
CHEMBL284 P27487 Dipeptidyl peptidase IV 0.6 nM
IC50
via Super-PRED
CHEMBL4159 Q99714 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein 12589.3 nM
12589.3 nM
12589.3 nM
12589.3 nM
Potency
Potency
Potency
Potency
via CMAUP
via CMAUP
via CMAUP
via CMAUP
CHEMBL206 P03372 Estrogen receptor alpha 785 nM
Ki
via Super-PRED
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 3162.3 nM
12589.3 nM
3162.3 nM
12589.3 nM
Potency
Potency
Potency
Potency
via CMAUP
via CMAUP
via CMAUP
via CMAUP
CHEMBL1293226 B2RXH2 Lysine-specific demethylase 4D-like 12589.3 nM
28183.8 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL1293224 P10636 Microtubule-associated protein tau 14125.4 nM
14125.4 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 250 nM
IC50
via Super-PRED
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 500 nM
IC50
via Super-PRED
CHEMBL1293235 P02545 Prelamin-A/C 4466.8 nM
Potency
via CMAUP
CHEMBL1075189 P14618 Pyruvate kinase isozymes M1/M2 3162.3 nM
3162.3 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL3959 P16083 Quinone reductase 2 54 nM
Kd
via Super-PRED
CHEMBL1293232 Q16637 Survival motor neuron protein 14125.4 nM
Potency
via CMAUP
CHEMBL1293256 P40225 Thrombopoietin 12589.3 nM
12589.3 nM
Potency
Potency
via CMAUP
via CMAUP
CHEMBL3194 P02766 Transthyretin 470 nM
Kd
via Super-PRED
CHEMBL1075138 Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 1 nM
1 nM
Potency
Potency
via Super-PRED
via CMAUP
CHEMBL1293227 O75604 Ubiquitin carboxyl-terminal hydrolase 2 10000 nM
Potency
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.52% 91.11%
CHEMBL242 Q92731 Estrogen receptor beta 92.49% 98.35%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.38% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.44% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.66% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.13% 91.71%
CHEMBL1951 P21397 Monoamine oxidase A 83.75% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.12% 94.45%

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.
Acacia adunca
Aconitum seravschanicum
Adansonia grandidieri
Adiantum philippense
Aldama incana
Alkekengi officinarum
Ampelopsis glandulosa var. brevipedunculata
Ampelopsis japonica
Annona cornifolia
Aphyllocladus denticulatus
Arachis hypogaea
Artemisia pedemontana subsp. assoana
Artocarpus lacucha
Astragalus sempervirens
Bassia muricata
Broussonetia papyrifera
Calamus draco
Calostephane divaricata
Caragana aurantiaca
Caragana sinica
Caragana tibetica
Chaenomeles sinensis
Chamaecrista dentata
Dendriopoterium menendezii
Dianthera secunda
Dodonaea viscosa
Dryopteris crassirhizoma
Dumortiera hirsuta
Dysoxylum cumingianum
Echeveria secunda
Enceliopsis argophylla
Eucalyptus melliodora
Flacourtia jangomas
Galatella sedifolia subsp. sedifolia
Gnetum latifolium
Goniothalamus malayanus
Hedysarum inundatum
Humulus lupulus
Hypericum laricifolium
Ipomoea digitata
Iris domestica
Lavandula angustifolia subsp. pyrenaica
Lepisorus ussuriensis
Lysimachia mauritiana
Marrubium anisodon
Miliusa velutina
Morus alba
Naucleopsis ternstroemiiflora
Neobalanocarpus heimii
Ocotea pittieri
Onobrychis arenaria
Oroxylum indicum
Paeonia suffruticosa
Pastinaca sativa
Peltostigma guatemalense
Premna odorata
Psychotria stachyoides
Rauvolfia vomitoria
Reynoutria japonica
Reynoutria multiflora
Rheum officinale
Rheum palmatum
Rheum tanguticum
Rhodanthe chlorocephala subsp. rosea
Rubia cordifolia
Rumex maritimus
Salvia syriaca
Scutellaria amoena
Senecio subdentatus
Smilax china
Smilax glabra
Solanum laxum
Swertia franchetiana
Teucrium yemense
Trichotosia mollis
Trifolium dubium
Vaccinium oxycoccos
Vatica rassak
Veratrum grandiflorum
Vigna angularis
Vigna umbellata
Vitis vinifera
Wikstroemia retusa
Zanthoxylum tetraspermum

Cross-Links

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PubChem 1548910
NPASS NPC248573
ChEMBL CHEMBL87333
LOTUS LTS0195285
wikiData Q27116664