Aloe-emodin-glucoside

Details

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Internal ID 16199d15-b761-4b03-901d-9607d1943da7
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 1,8-dihydroxy-3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]anthracene-9,10-dione
SMILES (Canonical) C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)COC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C21H20O10/c22-6-13-17(26)19(28)20(29)21(31-13)30-7-8-4-10-15(12(24)5-8)18(27)14-9(16(10)25)2-1-3-11(14)23/h1-5,13,17,19-24,26,28-29H,6-7H2/t13-,17-,19+,20-,21-/m1/s1
InChI Key ASQHVCDULHERIH-JNHRPPPUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O10
Molecular Weight 432.40 g/mol
Exact Mass 432.10564683 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.81
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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50488-89-6
29010-56-8
Aloe-emodin-3-(hydroxymethyl)-O-beta-D-glucopyranoside
9,10-Anthracenedione, 1,8-dihydroxy-3-(hydroxymethyl)-, mono-beta-D-glucopyranoside
1,8-Dihydroxy-3-(hydroxymethyl)-9,10-anthracenedione mono-beta-D-glucopyranoside
1,8-dihydroxy-3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]anthracene-9,10-dione
Aloe-emodin-3-(hydroxymethyl)-O-|A-D-glucopyranoside
1,8-Dihydroxy-3-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)anthracene-9,10-dione
DTXSID20951621
9,10-Anthracenedione, 1,8-dihydroxy-3-(hydroxymethyl)-, mono-.beta.-D-glucopyranoside
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Aloe-emodin-glucoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6877 68.77%
Caco-2 - 0.9230 92.30%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4543 45.43%
OATP2B1 inhibitior - 0.5528 55.28%
OATP1B1 inhibitior + 0.8435 84.35%
OATP1B3 inhibitior + 0.9548 95.48%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5807 58.07%
P-glycoprotein inhibitior - 0.6901 69.01%
P-glycoprotein substrate - 0.8655 86.55%
CYP3A4 substrate + 0.5746 57.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8517 85.17%
CYP3A4 inhibition - 0.9293 92.93%
CYP2C9 inhibition - 0.9066 90.66%
CYP2C19 inhibition - 0.8659 86.59%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.8974 89.74%
CYP2C8 inhibition + 0.4445 44.45%
CYP inhibitory promiscuity - 0.8696 86.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6847 68.47%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.8810 88.10%
Skin irritation - 0.8462 84.62%
Skin corrosion - 0.9665 96.65%
Ames mutagenesis + 0.8236 82.36%
Human Ether-a-go-go-Related Gene inhibition - 0.5318 53.18%
Micronuclear + 0.6033 60.33%
Hepatotoxicity - 0.7073 70.73%
skin sensitisation - 0.8916 89.16%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.7441 74.41%
Acute Oral Toxicity (c) IV 0.4086 40.86%
Estrogen receptor binding + 0.7876 78.76%
Androgen receptor binding + 0.5760 57.60%
Thyroid receptor binding - 0.5424 54.24%
Glucocorticoid receptor binding + 0.6332 63.32%
Aromatase binding + 0.6652 66.52%
PPAR gamma + 0.7875 78.75%
Honey bee toxicity - 0.7892 78.92%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.8448 84.48%

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
CHEMBL2581 P07339 Cathepsin D 97.84% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.62% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 95.66% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.27% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 94.09% 91.49%
CHEMBL226 P30542 Adenosine A1 receptor 92.51% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.90% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.33% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.05% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.76% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.09% 96.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.84% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.34% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.91% 96.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.87% 99.17%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 83.99% 88.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.96% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.57% 91.24%
CHEMBL2535 P11166 Glucose transporter 82.56% 98.75%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.74% 86.92%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.17% 95.83%

Cross-Links

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PubChem 147295
NPASS NPC301384