PlantaeDB Logo
Login Sign-up

[(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-4-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 2cc9a829-5df0-4910-b2b9-1153c29d7647
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1C(OC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)CO)O)OC(=O)C=CC4=CC=C(C=C4)O)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)OC(=O)/C=C/C4=CC=C(C=C4)O)O)C5=CC=C(C=C5)O
InChI InChI=1S/C30H28O12/c31-14-24-27(37)29(42-25(36)10-3-15-1-6-17(32)7-2-15)28(38)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+/m0/s1
InChI Key BEHIONSZUBFJLA-QNZXPIALSA-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,5R,6R)-3,5-dihydroxy-2-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-4-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 + 0.6912 69.12%
Caco-2 - 0.9130 91.30%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.5183 51.83%
OATP2B1 inhibitior - 0.8401 84.01%
OATP1B1 inhibitior + 0.9064 90.64%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6946 69.46%
P-glycoprotein inhibitior + 0.5763 57.63%
P-glycoprotein substrate - 0.7035 70.35%
CYP3A4 substrate + 0.6543 65.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8646 86.46%
CYP3A4 inhibition - 0.8776 87.76%
CYP2C9 inhibition - 0.7370 73.70%
CYP2C19 inhibition - 0.8578 85.78%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.9391 93.91%
CYP2C8 inhibition + 0.6683 66.83%
CYP inhibitory promiscuity - 0.6157 61.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6924 69.24%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9062 90.62%
Skin irritation - 0.8065 80.65%
Skin corrosion - 0.9600 96.00%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7199 71.99%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8803 88.03%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6987 69.87%
Acute Oral Toxicity (c) III 0.3747 37.47%
Estrogen receptor binding + 0.8083 80.83%
Androgen receptor binding + 0.6402 64.02%
Thyroid receptor binding + 0.5381 53.81%
Glucocorticoid receptor binding + 0.6252 62.52%
Aromatase binding + 0.5273 52.73%
PPAR gamma + 0.7298 72.98%
Honey bee toxicity - 0.6777 67.77%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9329 93.29%

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 99.75% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.58% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.00% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.35% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.49% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.66% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.52% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.60% 86.33%
CHEMBL3194 P02766 Transthyretin 91.60% 90.71%
CHEMBL2581 P07339 Cathepsin D 90.83% 98.95%
CHEMBL4208 P20618 Proteasome component C5 88.95% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.28% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.91% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.12% 96.21%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.55% 89.67%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.05% 99.15%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.88% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.58% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 83.44% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 82.65% 94.73%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.52% 91.71%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.41% 85.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.77% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 81.40% 95.93%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.99% 95.78%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.82% 80.00%

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.
Mabea caudata
Mabea fistulifera

Cross-Links

Top
PubChem 95223114
LOTUS LTS0239694
wikiData Q104932893