PlantaeDB Logo
Login Sign-up

6,8-bis[(3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)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 204ee477-6c46-49aa-93f1-2d1d8e08e30d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
IUPAC Name 6,8-bis[(3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical) C1C(C(C(C(C1OC2C(OC(C(C2O)O)C3=C(C(=C4C(=C3O)C(=O)C=C(O4)C5=CC=C(C=C5)O)C6C(C(C(C(O6)CO)OC7CC(C(C(C7O)O)O)CO)O)O)O)CO)O)O)O)CO
SMILES (Isomeric) C1[C@@H]([C@H]([C@@H]([C@H](C1O[C@@H]2[C@H](OC([C@@H]([C@H]2O)O)C3=C(C(=C4C(=C3O)C(=O)C=C(O4)C5=CC=C(C=C5)O)C6[C@@H]([C@H]([C@@H]([C@H](O6)CO)OC7C[C@@H]([C@H]([C@@H]([C@H]7O)O)O)CO)O)O)O)CO)O)O)O)CO
InChI InChI=1S/C41H54O23/c42-8-13-5-18(27(50)31(54)25(13)48)61-37-20(10-44)63-40(35(58)33(37)56)23-29(52)22-16(47)7-17(12-1-3-15(46)4-2-12)60-39(22)24(30(23)53)41-36(59)34(57)38(21(11-45)64-41)62-19-6-14(9-43)26(49)32(55)28(19)51/h1-4,7,13-14,18-21,25-28,31-38,40-46,48-59H,5-6,8-11H2/t13-,14-,18?,19?,20-,21-,25-,26-,27+,28+,31+,32+,33-,34-,35-,36-,37-,38-,40?,41?/m1/s1
InChI Key PXUSIRLRGCIABE-CMTNUJDWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C41H54O23
Molecular Weight 914.90 g/mol
Exact Mass 914.30558797 g/mol
Topological Polar Surface Area (TPSA) 407.00 Ų
XlogP -5.30
Atomic LogP (AlogP) -5.42
H-Bond Acceptor 23
H-Bond Donor 17
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 6,8-bis[(3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5834 58.34%
Caco-2 - 0.8894 88.94%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5779 57.79%
OATP2B1 inhibitior - 0.8519 85.19%
OATP1B1 inhibitior + 0.8158 81.58%
OATP1B3 inhibitior + 0.9663 96.63%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8458 84.58%
P-glycoprotein inhibitior + 0.6545 65.45%
P-glycoprotein substrate - 0.6050 60.50%
CYP3A4 substrate + 0.6594 65.94%
CYP2C9 substrate - 0.5846 58.46%
CYP2D6 substrate - 0.8208 82.08%
CYP3A4 inhibition - 0.8652 86.52%
CYP2C9 inhibition - 0.9009 90.09%
CYP2C19 inhibition - 0.8508 85.08%
CYP2D6 inhibition - 0.9344 93.44%
CYP1A2 inhibition - 0.8470 84.70%
CYP2C8 inhibition + 0.6981 69.81%
CYP inhibitory promiscuity - 0.6495 64.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6815 68.15%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.8957 89.57%
Skin irritation - 0.8104 81.04%
Skin corrosion - 0.9661 96.61%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7893 78.93%
Micronuclear + 0.6359 63.59%
Hepatotoxicity - 0.7071 70.71%
skin sensitisation - 0.8907 89.07%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7702 77.02%
Acute Oral Toxicity (c) IV 0.4138 41.38%
Estrogen receptor binding + 0.7830 78.30%
Androgen receptor binding + 0.7585 75.85%
Thyroid receptor binding - 0.5184 51.84%
Glucocorticoid receptor binding - 0.6300 63.00%
Aromatase binding + 0.5802 58.02%
PPAR gamma + 0.7244 72.44%
Honey bee toxicity - 0.6472 64.72%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.6852 68.52%

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 99.66% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.97% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.37% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.99% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.87% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.68% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.54% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.77% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.57% 94.45%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.72% 91.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.45% 95.89%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 84.27% 93.10%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.26% 94.23%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.66% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.92% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.30% 99.15%

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.
There are no matching plants.

Cross-Links

Top
PubChem 162817112
LOTUS LTS0073507
wikiData Q105216430