PlantaeDB Logo
Login Sign-up

[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 5fe87547-2d00-4dcd-8c4a-4b6c143b23bf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1C(OC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC=C(C=C4)O)C5=CC=C(C=C5)O
SMILES (Isomeric) C1[C@@H](OC2=CC(=CC(=C2C1=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)/C=C/C4=CC=C(C=C4)O)C5=CC=C(C=C5)O
InChI InChI=1S/C30H28O12/c31-14-24-27(37)28(38)29(42-25(36)10-3-15-1-6-17(32)7-2-15)30(41-24)39-19-11-20(34)26-21(35)13-22(40-23(26)12-19)16-4-8-18(33)9-5-16/h1-12,22,24,27-34,37-38H,13-14H2/b10-3+/t22-,24-,27-,28+,29-,30-/m1/s1
InChI Key GWQICLAGXZQERP-QPRAYYDFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H28O12
Molecular Weight 580.50 g/mol
Exact Mass 580.15807632 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.95
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4924 49.24%
Caco-2 - 0.9169 91.69%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.5182 51.82%
OATP2B1 inhibitior - 0.8380 83.80%
OATP1B1 inhibitior + 0.9004 90.04%
OATP1B3 inhibitior + 0.9769 97.69%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8064 80.64%
P-glycoprotein inhibitior + 0.6410 64.10%
P-glycoprotein substrate - 0.7196 71.96%
CYP3A4 substrate + 0.6465 64.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8646 86.46%
CYP3A4 inhibition - 0.8929 89.29%
CYP2C9 inhibition - 0.8940 89.40%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9448 94.48%
CYP1A2 inhibition - 0.9305 93.05%
CYP2C8 inhibition + 0.6552 65.52%
CYP inhibitory promiscuity - 0.7995 79.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7092 70.92%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9034 90.34%
Skin irritation - 0.8151 81.51%
Skin corrosion - 0.9584 95.84%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6689 66.89%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8796 87.96%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8382 83.82%
Acute Oral Toxicity (c) III 0.3778 37.78%
Estrogen receptor binding + 0.7824 78.24%
Androgen receptor binding + 0.6430 64.30%
Thyroid receptor binding + 0.5239 52.39%
Glucocorticoid receptor binding + 0.5740 57.40%
Aromatase binding - 0.5064 50.64%
PPAR gamma + 0.7360 73.60%
Honey bee toxicity - 0.6866 68.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9421 94.21%

Targets

Top

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 99.70% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.66% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.98% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.77% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.61% 96.09%
CHEMBL3194 P02766 Transthyretin 92.57% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.02% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.61% 86.92%
CHEMBL4208 P20618 Proteasome component C5 91.15% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.03% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.66% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.37% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.28% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.69% 96.21%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.13% 94.80%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.17% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.11% 95.89%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.00% 89.67%
CHEMBL5255 O00206 Toll-like receptor 4 82.84% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 82.78% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 82.78% 94.73%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.70% 91.71%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.64% 85.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.77% 91.07%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.82% 80.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.61% 95.78%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.06% 99.23%

Plants that contains it

Top
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.
Ricinus communis

Cross-Links

Top
PubChem 162873401
LOTUS LTS0043235
wikiData Q105022668