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(3R)-3-hydroxy-6-methoxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,4-dihydro-1H-anthracene-9,10-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

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Internal ID 1577ec1c-322b-43ac-8b2c-13bad7b8b3a0
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name (3R)-3-hydroxy-6-methoxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,4-dihydro-1H-anthracene-9,10-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H36O15/c1-28(38)4-3-11-13(7-28)18(30)12-5-10(39-2)6-14(17(12)19(11)31)41-27-25(37)23(35)21(33)16(43-27)9-40-26-24(36)22(34)20(32)15(8-29)42-26/h5-6,15-16,20-27,29,32-38H,3-4,7-9H2,1-2H3/t15-,16-,20-,21-,22+,23+,24-,25-,26-,27-,28-/m1/s1
InChI Key REOONKSLIIFQGV-DPOJXMLXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36O15
Molecular Weight 612.60 g/mol
Exact Mass 612.20542044 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -2.69
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-3-hydroxy-6-methoxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,4-dihydro-1H-anthracene-9,10-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8424 84.24%
Caco-2 - 0.8855 88.55%
Blood Brain Barrier - 0.6400 64.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7232 72.32%
OATP2B1 inhibitior - 0.8651 86.51%
OATP1B1 inhibitior + 0.8771 87.71%
OATP1B3 inhibitior + 0.8823 88.23%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7319 73.19%
BSEP inhibitior + 0.5665 56.65%
P-glycoprotein inhibitior - 0.4791 47.91%
P-glycoprotein substrate - 0.7447 74.47%
CYP3A4 substrate + 0.6701 67.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8514 85.14%
CYP3A4 inhibition - 0.8745 87.45%
CYP2C9 inhibition - 0.8991 89.91%
CYP2C19 inhibition - 0.8365 83.65%
CYP2D6 inhibition - 0.8889 88.89%
CYP1A2 inhibition - 0.7386 73.86%
CYP2C8 inhibition - 0.6018 60.18%
CYP inhibitory promiscuity - 0.9510 95.10%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6553 65.53%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9245 92.45%
Skin irritation - 0.7289 72.89%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4644 46.44%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6897 68.97%
skin sensitisation - 0.8812 88.12%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.6246 62.46%
Acute Oral Toxicity (c) III 0.4285 42.85%
Estrogen receptor binding + 0.8633 86.33%
Androgen receptor binding + 0.5812 58.12%
Thyroid receptor binding - 0.5958 59.58%
Glucocorticoid receptor binding + 0.6117 61.17%
Aromatase binding + 0.6590 65.90%
PPAR gamma + 0.6908 69.08%
Honey bee toxicity - 0.7997 79.97%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6649 66.49%
Fish aquatic toxicity + 0.9738 97.38%

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 99.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.93% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.91% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.16% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.03% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.55% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.13% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.89% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.86% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.96% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.56% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.95% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.33% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.34% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.17% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.95% 97.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.75% 96.21%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.70% 95.83%
CHEMBL4581 P52732 Kinesin-like protein 1 82.80% 93.18%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.62% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.24% 92.94%
CHEMBL4208 P20618 Proteasome component C5 81.58% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.47% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.74% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.72% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.70% 86.92%
CHEMBL5255 O00206 Toll-like receptor 4 80.13% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.05% 96.90%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163040335
LOTUS LTS0069661
wikiData Q105234991