PlantaeDB Logo
Login Sign-up

6-[4,8-dihydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxynaphthalen-1-yl]-5-hydroxy-7-methylnaphthalene-1,4-dione

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 1547b822-3c19-4294-ab14-c560871368b4
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 6-[4,8-dihydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxynaphthalen-1-yl]-5-hydroxy-7-methylnaphthalene-1,4-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H34O15/c1-11-7-13-14(34)3-4-15(35)23(13)28(41)22(11)21-12(2)8-17(37)24-19(6-5-16(36)25(21)24)47-33-31(44)29(42)27(40)20(48-33)10-46-32-30(43)26(39)18(38)9-45-32/h3-8,18,20,26-27,29-33,36-44H,9-10H2,1-2H3/t18-,20-,26+,27-,29+,30-,31-,32+,33-/m1/s1
InChI Key VKLPDVPDTDIJKC-POFHNINGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H34O15
Molecular Weight 670.60 g/mol
Exact Mass 670.18977037 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -0.18
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 6-[4,8-dihydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxynaphthalen-1-yl]-5-hydroxy-7-methylnaphthalene-1,4-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5828 58.28%
Caco-2 - 0.9020 90.20%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6507 65.07%
OATP2B1 inhibitior - 0.5720 57.20%
OATP1B1 inhibitior + 0.8720 87.20%
OATP1B3 inhibitior + 0.9570 95.70%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8411 84.11%
P-glycoprotein inhibitior - 0.4398 43.98%
P-glycoprotein substrate - 0.5146 51.46%
CYP3A4 substrate + 0.6799 67.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8716 87.16%
CYP3A4 inhibition - 0.9197 91.97%
CYP2C9 inhibition - 0.9066 90.66%
CYP2C19 inhibition - 0.9105 91.05%
CYP2D6 inhibition - 0.9283 92.83%
CYP1A2 inhibition - 0.9033 90.33%
CYP2C8 inhibition + 0.5568 55.68%
CYP inhibitory promiscuity - 0.8790 87.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7007 70.07%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9173 91.73%
Skin irritation - 0.8445 84.45%
Skin corrosion - 0.9542 95.42%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7067 70.67%
Micronuclear + 0.6074 60.74%
Hepatotoxicity - 0.6424 64.24%
skin sensitisation - 0.8756 87.56%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8730 87.30%
Acute Oral Toxicity (c) III 0.5742 57.42%
Estrogen receptor binding + 0.7861 78.61%
Androgen receptor binding + 0.5600 56.00%
Thyroid receptor binding - 0.5097 50.97%
Glucocorticoid receptor binding + 0.5396 53.96%
Aromatase binding + 0.6020 60.20%
PPAR gamma + 0.7212 72.12%
Honey bee toxicity - 0.8512 85.12%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9748 97.48%

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 99.00% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.00% 91.49%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 96.32% 96.21%
CHEMBL2581 P07339 Cathepsin D 96.20% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.85% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.55% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.10% 99.15%
CHEMBL220 P22303 Acetylcholinesterase 93.65% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.40% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.53% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.32% 89.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.64% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.64% 95.89%
CHEMBL4208 P20618 Proteasome component C5 89.56% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.13% 96.09%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 88.12% 96.67%
CHEMBL3401 O75469 Pregnane X receptor 85.35% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.59% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.48% 94.45%
CHEMBL4581 P52732 Kinesin-like protein 1 83.71% 93.18%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.19% 96.95%
CHEMBL1937 Q92769 Histone deacetylase 2 82.24% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.28% 90.71%
CHEMBL3194 P02766 Transthyretin 81.17% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.11% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.89% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.25% 96.90%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.02% 93.65%

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.
Diospyros lycioides

Cross-Links

Top
PubChem 10580317
LOTUS LTS0213956
wikiData Q105287856