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1,6-dihydroxy-2-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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 efab3bc8-252e-4fe9-9ba1-1161666a522f
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name 1,6-dihydroxy-2-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
SMILES (Canonical) C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C(=C4C(=C3)C(=O)C5=C(C4=O)C=CC(=C5)O)O)CO)O)O)O)O)O)O
SMILES (Isomeric) C1[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)O)O)CO)O)O)O)O)O)O
InChI InChI=1S/C26H28O15/c27-5-12-14(4-11-16(19(12)32)18(31)9-2-1-8(28)3-10(9)17(11)30)40-26-24(37)22(35)21(34)15(41-26)7-39-25-23(36)20(33)13(29)6-38-25/h1-4,13,15,20-29,32-37H,5-7H2/t13-,15-,20+,21-,22+,23-,24-,25+,26-/m1/s1
InChI Key SWVHEMRKGGBKIZ-WFLOGZPDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O15
Molecular Weight 580.50 g/mol
Exact Mass 580.14282018 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -2.99
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,6-dihydroxy-2-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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 - 0.6870 68.70%
Caco-2 - 0.9239 92.39%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4346 43.46%
OATP2B1 inhibitior - 0.7079 70.79%
OATP1B1 inhibitior + 0.8121 81.21%
OATP1B3 inhibitior + 0.9554 95.54%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6590 65.90%
P-glycoprotein inhibitior - 0.6593 65.93%
P-glycoprotein substrate - 0.5571 55.71%
CYP3A4 substrate + 0.6460 64.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8517 85.17%
CYP3A4 inhibition - 0.9009 90.09%
CYP2C9 inhibition - 0.9600 96.00%
CYP2C19 inhibition - 0.9119 91.19%
CYP2D6 inhibition - 0.9309 93.09%
CYP1A2 inhibition - 0.9158 91.58%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9650 96.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7216 72.16%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9053 90.53%
Skin irritation - 0.8502 85.02%
Skin corrosion - 0.9681 96.81%
Ames mutagenesis + 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7675 76.75%
Micronuclear - 0.5026 50.26%
Hepatotoxicity - 0.7007 70.07%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.9195 91.95%
Acute Oral Toxicity (c) III 0.4452 44.52%
Estrogen receptor binding + 0.8151 81.51%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding - 0.5431 54.31%
Glucocorticoid receptor binding - 0.5740 57.40%
Aromatase binding + 0.6572 65.72%
PPAR gamma + 0.7414 74.14%
Honey bee toxicity - 0.7513 75.13%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7099 70.99%
Fish aquatic toxicity + 0.8386 83.86%

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 99.59% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.45% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 96.92% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.66% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 96.07% 91.49%
CHEMBL220 P22303 Acetylcholinesterase 93.96% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.98% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.50% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.09% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.27% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.09% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.87% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.31% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.16% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.06% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 84.04% 94.73%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.63% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.63% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.76% 94.45%
CHEMBL4208 P20618 Proteasome component C5 81.59% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.28% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.68% 99.23%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.60% 86.92%

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.
Saprosma scortechinii

Cross-Links

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PubChem 11734567
LOTUS LTS0256945
wikiData Q105262921