PlantaeDB Logo
Login Sign-up

3-[(5R)-3,4-dihydroxy-5-[(5R)-3,4,5-trihydroxy-6-[[(2R,4S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

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 cf5969a9-2e38-4215-8d36-f5382b737820
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(5R)-3,4-dihydroxy-5-[(5R)-3,4,5-trihydroxy-6-[[(2R,4S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3COC(C(C3O)O)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)OC)O)O)O)O)O)O
SMILES (Isomeric) CC1[C@@H]([C@@H](C([C@@H](O1)OCC2[C@@H](C(C(C(O2)O[C@@H]3COC(C(C3O)O)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)OC)O)O)O)O)O)O
InChI InChI=1S/C33H40O20/c1-10-20(37)24(41)27(44)31(49-10)47-8-17-21(38)25(42)28(45)33(51-17)52-18-9-48-32(26(43)22(18)39)53-30-23(40)19-14(36)6-12(34)7-16(19)50-29(30)11-3-4-13(35)15(5-11)46-2/h3-7,10,17-18,20-22,24-28,31-39,41-45H,8-9H2,1-2H3/t10?,17?,18-,20+,21+,22?,24+,25?,26?,27?,28?,31-,32?,33?/m1/s1
InChI Key BMLFZGYQGSVVGU-CTFMKGLLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C33H40O20
Molecular Weight 756.70 g/mol
Exact Mass 756.21129366 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -2.92
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[(5R)-3,4-dihydroxy-5-[(5R)-3,4,5-trihydroxy-6-[[(2R,4S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5329 53.29%
Caco-2 - 0.8935 89.35%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6670 66.70%
OATP2B1 inhibitior - 0.7221 72.21%
OATP1B1 inhibitior + 0.8849 88.49%
OATP1B3 inhibitior + 0.9630 96.30%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6700 67.00%
P-glycoprotein inhibitior + 0.5857 58.57%
P-glycoprotein substrate + 0.6820 68.20%
CYP3A4 substrate + 0.6858 68.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.9179 91.79%
CYP2C9 inhibition - 0.8937 89.37%
CYP2C19 inhibition - 0.8726 87.26%
CYP2D6 inhibition - 0.9390 93.90%
CYP1A2 inhibition - 0.9199 91.99%
CYP2C8 inhibition + 0.8443 84.43%
CYP inhibitory promiscuity - 0.6647 66.47%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6716 67.16%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.8411 84.11%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis - 0.5828 58.28%
Human Ether-a-go-go-Related Gene inhibition - 0.4255 42.55%
Micronuclear + 0.7333 73.33%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.9361 93.61%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.9673 96.73%
Acute Oral Toxicity (c) III 0.7164 71.64%
Estrogen receptor binding + 0.8030 80.30%
Androgen receptor binding + 0.5763 57.63%
Thyroid receptor binding - 0.4909 49.09%
Glucocorticoid receptor binding + 0.6836 68.36%
Aromatase binding + 0.6006 60.06%
PPAR gamma + 0.7035 70.35%
Honey bee toxicity - 0.6891 68.91%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5349 53.49%
Fish aquatic toxicity + 0.8228 82.28%

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 99.60% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.63% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.64% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.58% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.77% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 95.77% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.80% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.67% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.20% 95.56%
CHEMBL4208 P20618 Proteasome component C5 87.87% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.09% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.33% 99.15%
CHEMBL220 P22303 Acetylcholinesterase 85.01% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.05% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.35% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.24% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.77% 92.94%
CHEMBL3194 P02766 Transthyretin 82.40% 90.71%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.41% 95.53%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.28% 95.78%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.28% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 81.24% 94.73%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.25% 89.62%

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.
Nitraria retusa

Cross-Links

Top
PubChem 162817147
LOTUS LTS0202118
wikiData Q104938440