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1-hydroxy-6-methoxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-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 7dd266ef-60df-4952-8637-b470e72dffb4
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 1-hydroxy-6-methoxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=CC4=C3C(=O)C5=C(C4=O)C=C(C=C5O)C)OC)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=CC4=C3C(=O)C5=C(C4=O)C=C(C=C5O)C)OC)O)O)O)O)O)O
InChI InChI=1S/C28H32O14/c1-9-4-12-17(14(29)5-9)22(33)18-13(20(12)31)6-11(38-3)7-15(18)41-28-26(37)24(35)21(32)16(42-28)8-39-27-25(36)23(34)19(30)10(2)40-27/h4-7,10,16,19,21,23-30,32,34-37H,8H2,1-3H3/t10-,16+,19-,21+,23+,24-,25+,26+,27-,28+/m0/s1
InChI Key WQSUUTNUYGPXEC-BNSVFJHXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H32O14
Molecular Weight 592.50 g/mol
Exact Mass 592.17920569 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -1.48
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-hydroxy-6-methoxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-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 - 0.6594 65.94%
Caco-2 - 0.8751 87.51%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5428 54.28%
OATP2B1 inhibitior - 0.7193 71.93%
OATP1B1 inhibitior + 0.8741 87.41%
OATP1B3 inhibitior + 0.9318 93.18%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.5804 58.04%
P-glycoprotein inhibitior - 0.6027 60.27%
P-glycoprotein substrate - 0.7131 71.31%
CYP3A4 substrate + 0.6140 61.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8452 84.52%
CYP3A4 inhibition - 0.9280 92.80%
CYP2C9 inhibition - 0.9257 92.57%
CYP2C19 inhibition - 0.9381 93.81%
CYP2D6 inhibition - 0.9313 93.13%
CYP1A2 inhibition - 0.8872 88.72%
CYP2C8 inhibition - 0.5903 59.03%
CYP inhibitory promiscuity - 0.8894 88.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6901 69.01%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.8521 85.21%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis + 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4170 41.70%
Micronuclear + 0.6492 64.92%
Hepatotoxicity - 0.6198 61.98%
skin sensitisation - 0.9296 92.96%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.5627 56.27%
Acute Oral Toxicity (c) III 0.6731 67.31%
Estrogen receptor binding + 0.8243 82.43%
Androgen receptor binding - 0.6156 61.56%
Thyroid receptor binding + 0.5146 51.46%
Glucocorticoid receptor binding + 0.5901 59.01%
Aromatase binding + 0.5796 57.96%
PPAR gamma + 0.7233 72.33%
Honey bee toxicity - 0.8031 80.31%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.8674 86.74%

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 98.57% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.30% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.59% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.14% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.12% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.89% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.83% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 93.50% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 93.47% 95.93%
CHEMBL1951 P21397 Monoamine oxidase A 91.78% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.15% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.11% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.05% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.87% 85.14%
CHEMBL4208 P20618 Proteasome component C5 88.07% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.69% 96.21%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.41% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.27% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.89% 96.90%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.33% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.70% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.80% 96.95%
CHEMBL4581 P52732 Kinesin-like protein 1 80.26% 93.18%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 80.08% 92.38%

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 163028443
LOTUS LTS0003453
wikiData Q105310952