PlantaeDB Logo
Login Sign-up

7-[(2S,3R,4S,5S,6R)-3-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]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 fee79ffd-b48a-4470-a06c-2a9419fd06b6
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 7-[(2S,3R,4S,5S,6R)-3-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H38O19/c33-7-16-21(38)25(42)27(44)29(47-16)20-15(6-14-19(24(20)41)12(37)5-13(46-14)10-1-3-11(36)4-2-10)48-32-30(26(43)22(39)17(8-34)50-32)51-31-28(45)23(40)18(9-35)49-31/h1-6,16-18,21-23,25-36,38-45H,7-9H2/t16-,17-,18-,21-,22-,23-,25+,26+,27-,28+,29-,30-,31-,32-/m1/s1
InChI Key UFCRDXSCWLVMMU-DFEVXSSSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H38O19
Molecular Weight 726.60 g/mol
Exact Mass 726.20072898 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -3.97
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 7-[(2S,3R,4S,5S,6R)-3-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5737 57.37%
Caco-2 - 0.9194 91.94%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6767 67.67%
OATP2B1 inhibitior - 0.7059 70.59%
OATP1B1 inhibitior + 0.8367 83.67%
OATP1B3 inhibitior + 0.9453 94.53%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6754 67.54%
P-glycoprotein inhibitior - 0.5643 56.43%
P-glycoprotein substrate - 0.6343 63.43%
CYP3A4 substrate + 0.6475 64.75%
CYP2C9 substrate - 0.6643 66.43%
CYP2D6 substrate - 0.8569 85.69%
CYP3A4 inhibition - 0.8613 86.13%
CYP2C9 inhibition - 0.8849 88.49%
CYP2C19 inhibition - 0.8109 81.09%
CYP2D6 inhibition - 0.9082 90.82%
CYP1A2 inhibition - 0.8791 87.91%
CYP2C8 inhibition + 0.7827 78.27%
CYP inhibitory promiscuity - 0.5669 56.69%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9037 90.37%
Skin irritation - 0.8230 82.30%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis + 0.5599 55.99%
Human Ether-a-go-go-Related Gene inhibition + 0.6858 68.58%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.7912 79.12%
skin sensitisation - 0.8881 88.81%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8977 89.77%
Acute Oral Toxicity (c) III 0.5291 52.91%
Estrogen receptor binding + 0.7839 78.39%
Androgen receptor binding + 0.7328 73.28%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5770 57.70%
Aromatase binding + 0.6555 65.55%
PPAR gamma + 0.7369 73.69%
Honey bee toxicity - 0.6363 63.63%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8457 84.57%

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 99.52% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.67% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.13% 94.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 95.78% 83.57%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.40% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.05% 89.00%
CHEMBL220 P22303 Acetylcholinesterase 89.44% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.72% 85.14%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.62% 95.78%
CHEMBL3401 O75469 Pregnane X receptor 86.94% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.84% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.42% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.69% 95.56%
CHEMBL3194 P02766 Transthyretin 84.14% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.67% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.24% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.22% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.03% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.82% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 80.81% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.62% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.61% 97.36%
CHEMBL3891 P07384 Calpain 1 80.50% 93.04%

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.
Cerastium arvense

Cross-Links

Top
PubChem 162848749
LOTUS LTS0274737
wikiData Q105328696