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1-hydroxy-6,8-dimethoxy-2-methyl-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S,6R)-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 88ee8cbe-c761-4178-9691-25cc884467f8
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 1-hydroxy-6,8-dimethoxy-2-methyl-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S,6R)-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=C(C(=C4C(=C3)C(=O)C5=C(C4=O)C(=CC(=C5)OC)OC)O)C)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=C(C(=C4C(=C3)C(=O)C5=C(C4=O)C(=CC(=C5)OC)OC)O)C)O)O)O)O)O)O
InChI InChI=1S/C29H34O15/c1-9-14(7-13-18(19(9)30)23(34)17-12(21(13)32)5-11(39-3)6-15(17)40-4)43-29-27(38)25(36)22(33)16(44-29)8-41-28-26(37)24(35)20(31)10(2)42-28/h5-7,10,16,20,22,24-31,33,35-38H,8H2,1-4H3/t10-,16+,20-,22+,24+,25-,26+,27+,28+,29+/m1/s1
InChI Key XFJWNKRYFKDZLO-BTCOHNNASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H34O15
Molecular Weight 622.60 g/mol
Exact Mass 622.18977037 g/mol
Topological Polar Surface Area (TPSA) 231.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -1.48
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-hydroxy-6,8-dimethoxy-2-methyl-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S,6R)-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 - 0.8673 86.73%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5428 54.28%
OATP2B1 inhibitior - 0.5827 58.27%
OATP1B1 inhibitior + 0.8230 82.30%
OATP1B3 inhibitior + 0.9318 93.18%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.4658 46.58%
P-glycoprotein inhibitior - 0.5594 55.94%
P-glycoprotein substrate - 0.6060 60.60%
CYP3A4 substrate + 0.6184 61.84%
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 + 0.5136 51.36%
CYP inhibitory promiscuity - 0.8894 88.94%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6901 69.01%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9193 91.93%
Skin irritation - 0.8521 85.21%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis + 0.7263 72.63%
Human Ether-a-go-go-Related Gene inhibition + 0.6691 66.91%
Micronuclear + 0.6492 64.92%
Hepatotoxicity - 0.6323 63.23%
skin sensitisation - 0.9296 92.96%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8222 82.22%
Acute Oral Toxicity (c) III 0.6731 67.31%
Estrogen receptor binding + 0.8049 80.49%
Androgen receptor binding - 0.6709 67.09%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6336 63.36%
Aromatase binding + 0.6239 62.39%
PPAR gamma + 0.7151 71.51%
Honey bee toxicity - 0.8507 85.07%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7100 71.00%
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 96.84% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.28% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.23% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.94% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.74% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.93% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.22% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.14% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.44% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 88.62% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.09% 96.21%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.82% 99.15%
CHEMBL4208 P20618 Proteasome component C5 85.79% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.47% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.06% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.63% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.61% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.94% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.50% 86.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.30% 92.94%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.89% 96.90%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.53% 92.38%
CHEMBL4581 P52732 Kinesin-like protein 1 80.60% 93.18%

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.
Senna polyphylla

Cross-Links

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PubChem 162907858
LOTUS LTS0151555
wikiData Q105327068