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Glucofrangulin B

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

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Internal ID a61c8e54-a5a2-4134-b9ef-c59227d2ffc9
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 6-[(3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-3-yl]oxy-1-hydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione
SMILES (Canonical) CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3OC4C(C(C(C(O4)CO)O)O)O)OC5(COCC5(CO)O)O
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@@]5(COC[C@@]5(CO)O)O
InChI InChI=1S/C26H28O14/c1-10-2-12-17(14(29)3-10)21(32)18-13(19(12)30)4-11(40-26(36)9-37-8-25(26,35)7-28)5-15(18)38-24-23(34)22(33)20(31)16(6-27)39-24/h2-5,16,20,22-24,27-29,31,33-36H,6-9H2,1H3/t16-,20-,22+,23-,24-,25-,26-/m1/s1
InChI Key SOAOUDVXSAIAHD-XXLFKDOXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H28O14
Molecular Weight 564.50 g/mol
Exact Mass 564.14790556 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.52
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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45K8JI0W31
3-(D-Apio-beta-D-furanosyloxy)-1-(beta-D-glucopyranosyloxy)-8-hydroxy-6-methylanthraquinone
9,10-Anthracenedione, 3-(D-apio-beta-D-furanosyloxy)-1-(beta-D-glucopyranosyloxy)-8-hydroxy-6-methyl-
RefChem:143603
GlyTouCan:G21167IQ
G21167IQ
237-908-3
6-((3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-3-yl)oxy-1-hydroxy-3-methyl-8-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyanthracene-9,10-dione
14062-59-0
Glucofranqulin B
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Glucofrangulin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6544 65.44%
Caco-2 - 0.8896 88.96%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6828 68.28%
OATP2B1 inhibitior - 0.8513 85.13%
OATP1B1 inhibitior + 0.8883 88.83%
OATP1B3 inhibitior + 0.9615 96.15%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6289 62.89%
P-glycoprotein inhibitior - 0.4507 45.07%
P-glycoprotein substrate - 0.7277 72.77%
CYP3A4 substrate + 0.6625 66.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8626 86.26%
CYP3A4 inhibition - 0.8515 85.15%
CYP2C9 inhibition - 0.9162 91.62%
CYP2C19 inhibition - 0.8422 84.22%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.8847 88.47%
CYP2C8 inhibition + 0.4700 47.00%
CYP inhibitory promiscuity - 0.9396 93.96%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5743 57.43%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9068 90.68%
Skin irritation - 0.8163 81.63%
Skin corrosion - 0.9505 95.05%
Ames mutagenesis + 0.6844 68.44%
Human Ether-a-go-go-Related Gene inhibition - 0.4817 48.17%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8646 86.46%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.6958 69.58%
Acute Oral Toxicity (c) III 0.5311 53.11%
Estrogen receptor binding + 0.8168 81.68%
Androgen receptor binding + 0.6418 64.18%
Thyroid receptor binding - 0.5252 52.52%
Glucocorticoid receptor binding + 0.6477 64.77%
Aromatase binding + 0.6644 66.44%
PPAR gamma + 0.6452 64.52%
Honey bee toxicity - 0.7768 77.68%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9257 92.57%

Targets

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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 99.09% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.44% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 96.49% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.73% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.57% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.95% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.31% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 93.34% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.30% 99.23%
CHEMBL4208 P20618 Proteasome component C5 91.04% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 89.50% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.10% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.07% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.82% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.32% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 86.11% 91.49%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.54% 96.90%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.90% 97.36%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 84.61% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.02% 92.94%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.41% 86.92%
CHEMBL4581 P52732 Kinesin-like protein 1 81.92% 93.18%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.78% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.72% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.95% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 80.90% 94.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.52% 96.00%

Plants that contains it

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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.
Rumex crispus

Cross-Links

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PubChem 46173833
LOTUS LTS0018704
wikiData Q27149794