PlantaeDB Logo
Login Sign-up

(2R,3R,4S)-4-[5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-8-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

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 78ba2aa1-5e14-4245-bfcb-b86234b8b21e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (2R,3R,4S)-4-[5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-8-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
SMILES (Canonical) C1=CC(=CC=C1C2C(C(C3=C(C=C(C=C3O2)O)O)C4=C(C=C(C5=CC(=C([O+]=C54)C6=CC=C(C=C6)O)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1[C@@H]2[C@@H]([C@@H](C3=C(C=C(C=C3O2)O)O)C4=C(C=C(C5=CC(=C([O+]=C54)C6=CC=C(C=C6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O
InChI InChI=1S/C36H32O15/c37-13-25-29(44)31(46)32(47)36(50-25)49-24-11-19-20(41)12-22(43)27(35(19)51-33(24)14-1-5-16(38)6-2-14)28-26-21(42)9-18(40)10-23(26)48-34(30(28)45)15-3-7-17(39)8-4-15/h1-12,25,28-32,34,36-37,44-47H,13H2,(H5-,38,39,40,41,42,43)/p+1/t25-,28+,29-,30-,31+,32-,34-,36-/m1/s1
InChI Key UCHHYHHTRCIREP-KRNRNQEZSA-O
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H33O15+
Molecular Weight 705.60 g/mol
Exact Mass 705.18194534 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 2.42
H-Bond Acceptor 14
H-Bond Donor 11
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R,4S)-4-[5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-8-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8136 81.36%
Caco-2 - 0.9132 91.32%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Nucleus 0.4412 44.12%
OATP2B1 inhibitior - 0.5611 56.11%
OATP1B1 inhibitior + 0.8434 84.34%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7691 76.91%
P-glycoprotein inhibitior + 0.6408 64.08%
P-glycoprotein substrate - 0.6984 69.84%
CYP3A4 substrate + 0.6540 65.40%
CYP2C9 substrate - 0.8079 80.79%
CYP2D6 substrate - 0.8118 81.18%
CYP3A4 inhibition - 0.9550 95.50%
CYP2C9 inhibition - 0.9002 90.02%
CYP2C19 inhibition - 0.8426 84.26%
CYP2D6 inhibition - 0.9191 91.91%
CYP1A2 inhibition - 0.8856 88.56%
CYP2C8 inhibition + 0.8555 85.55%
CYP inhibitory promiscuity - 0.7819 78.19%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6532 65.32%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8795 87.95%
Skin irritation - 0.8047 80.47%
Skin corrosion - 0.9630 96.30%
Ames mutagenesis + 0.5163 51.63%
Human Ether-a-go-go-Related Gene inhibition + 0.8413 84.13%
Micronuclear + 0.6359 63.59%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.9067 90.67%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6790 67.90%
Acute Oral Toxicity (c) III 0.4439 44.39%
Estrogen receptor binding + 0.7875 78.75%
Androgen receptor binding + 0.7343 73.43%
Thyroid receptor binding + 0.6108 61.08%
Glucocorticoid receptor binding + 0.5431 54.31%
Aromatase binding + 0.5230 52.30%
PPAR gamma + 0.7540 75.40%
Honey bee toxicity - 0.7101 71.01%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.7666 76.66%

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 99.35% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.92% 91.49%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 94.58% 95.78%
CHEMBL4040 P28482 MAP kinase ERK2 94.14% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.91% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.60% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.41% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.10% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.53% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.95% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.05% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.70% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.75% 97.36%
CHEMBL242 Q92731 Estrogen receptor beta 86.24% 98.35%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.11% 86.92%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.30% 91.71%
CHEMBL3401 O75469 Pregnane X receptor 82.54% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.59% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.87% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.19% 95.89%

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.
Fragaria × ananassa

Cross-Links

Top
PubChem 21579192
LOTUS LTS0159405
wikiData Q105269910