PlantaeDB Logo
Login Sign-up

2-(3,4-Dihydroxyphenyl)-6-[5-[3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-5-hydroxy-7-methoxychromen-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 d063cb08-12d4-48d4-bcf5-bd387b09ad1b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-6-[5-[3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-5-hydroxy-7-methoxychromen-4-one
SMILES (Canonical) COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)C4C(C(C(C(O4)CO)OC5C(C(C(CO5)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O
SMILES (Isomeric) COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)C4C(C(C(C(O4)CO)OC5C(C(C(CO5)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O20/c1-47-15-6-16-20(13(38)5-14(49-16)10-2-3-11(36)12(37)4-10)24(41)21(15)31-27(44)26(43)30(18(8-35)50-31)53-32-28(45)23(40)19(9-48-32)52-33-29(46)25(42)22(39)17(7-34)51-33/h2-6,17-19,22-23,25-37,39-46H,7-9H2,1H3
InChI Key VCCOACHVOBTQKB-UHFFFAOYSA-N
Popularity 0 references 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) 324.00 Ų
XlogP -3.50
Atomic LogP (AlogP) -3.61
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-(3,4-Dihydroxyphenyl)-6-[5-[3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-5-hydroxy-7-methoxychromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5457 54.57%
Caco-2 - 0.8889 88.89%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5961 59.61%
OATP2B1 inhibitior - 0.7189 71.89%
OATP1B1 inhibitior + 0.8460 84.60%
OATP1B3 inhibitior + 0.9786 97.86%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6691 66.91%
P-glycoprotein inhibitior + 0.6035 60.35%
P-glycoprotein substrate + 0.5999 59.99%
CYP3A4 substrate + 0.6940 69.40%
CYP2C9 substrate - 0.8353 83.53%
CYP2D6 substrate - 0.8513 85.13%
CYP3A4 inhibition - 0.9437 94.37%
CYP2C9 inhibition - 0.9060 90.60%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.9150 91.50%
CYP2C8 inhibition + 0.7536 75.36%
CYP inhibitory promiscuity - 0.7142 71.42%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6642 66.42%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9068 90.68%
Skin irritation - 0.8320 83.20%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis + 0.5972 59.72%
Human Ether-a-go-go-Related Gene inhibition + 0.7253 72.53%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.9324 93.24%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.9778 97.78%
Acute Oral Toxicity (c) III 0.6678 66.78%
Estrogen receptor binding + 0.7742 77.42%
Androgen receptor binding + 0.7149 71.49%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5831 58.31%
Aromatase binding + 0.6007 60.07%
PPAR gamma + 0.6992 69.92%
Honey bee toxicity - 0.6052 60.52%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.6698 66.98%

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 99.89% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.53% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.56% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.97% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.02% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.02% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.70% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 89.97% 91.49%
CHEMBL220 P22303 Acetylcholinesterase 89.85% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.65% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.10% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.75% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.43% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.83% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.78% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.73% 96.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.71% 95.83%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.37% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.21% 99.23%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.91% 97.36%
CHEMBL4208 P20618 Proteasome component C5 81.43% 90.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.30% 97.33%

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.
Gaillardia aristata

Cross-Links

Top
PubChem 162964343
LOTUS LTS0151227
wikiData Q105283617