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(3R)-4-[1,5-dihydroxy-6-[(2R,4R,5R,6R)-4-hydroxy-5-[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-9,10-dioxoanthracen-2-yl]-3-[(2S,5S,6S)-5-[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-methylbutanoic acid

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 27811690-0718-43a9-89ab-03924832d0c4
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name (3R)-4-[1,5-dihydroxy-6-[(2R,4R,5R,6R)-4-hydroxy-5-[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-9,10-dioxoanthracen-2-yl]-3-[(2S,5S,6S)-5-[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-methylbutanoic acid
SMILES (Canonical) CC1C(CCC(O1)OC2CCC(OC2C)OC(C)(CC3=C(C4=C(C=C3)C(=O)C5=C(C4=O)C=CC(=C5O)C6CC(C(C(O6)C)OC7CCC(C(O7)C)O)O)O)CC(=O)O)O
SMILES (Isomeric) C[C@H]1[C@@H](CC[C@@H](O1)O[C@H]2CC[C@@H](O[C@H]2C)O[C@](C)(CC3=C(C4=C(C=C3)C(=O)C5=C(C4=O)C=CC(=C5O)[C@H]6C[C@H]([C@H]([C@H](O6)C)O[C@H]7CC[C@H]([C@@H](O7)C)O)O)O)CC(=O)O)O
InChI InChI=1S/C43H56O16/c1-19-27(44)10-13-33(54-19)57-30-12-15-35(56-21(30)3)59-43(5,18-32(47)48)17-23-6-7-25-36(38(23)49)40(51)26-9-8-24(39(50)37(26)41(25)52)31-16-29(46)42(22(4)53-31)58-34-14-11-28(45)20(2)55-34/h6-9,19-22,27-31,33-35,42,44-46,49-50H,10-18H2,1-5H3,(H,47,48)/t19-,20-,21-,22+,27+,28+,29+,30-,31+,33-,34-,35-,42-,43+/m0/s1
InChI Key KKNQZECZFJSPQR-AUZMIADXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H56O16
Molecular Weight 828.90 g/mol
Exact Mass 828.35683569 g/mol
Topological Polar Surface Area (TPSA) 237.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.94
H-Bond Acceptor 15
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-4-[1,5-dihydroxy-6-[(2R,4R,5R,6R)-4-hydroxy-5-[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-9,10-dioxoanthracen-2-yl]-3-[(2S,5S,6S)-5-[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-methylbutanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9175 91.75%
Caco-2 - 0.8688 86.88%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7870 78.70%
OATP2B1 inhibitior - 0.7244 72.44%
OATP1B1 inhibitior + 0.8443 84.43%
OATP1B3 inhibitior - 0.3934 39.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7787 77.87%
BSEP inhibitior + 0.9754 97.54%
P-glycoprotein inhibitior + 0.7314 73.14%
P-glycoprotein substrate + 0.6583 65.83%
CYP3A4 substrate + 0.7008 70.08%
CYP2C9 substrate - 0.8135 81.35%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition - 0.8927 89.27%
CYP2C9 inhibition - 0.9161 91.61%
CYP2C19 inhibition - 0.9418 94.18%
CYP2D6 inhibition - 0.9677 96.77%
CYP1A2 inhibition - 0.7258 72.58%
CYP2C8 inhibition + 0.6123 61.23%
CYP inhibitory promiscuity - 0.9428 94.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6453 64.53%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.7444 74.44%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis + 0.5146 51.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7944 79.44%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5636 56.36%
skin sensitisation - 0.9291 92.91%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7995 79.95%
Acute Oral Toxicity (c) I 0.4400 44.00%
Estrogen receptor binding + 0.8645 86.45%
Androgen receptor binding + 0.7275 72.75%
Thyroid receptor binding - 0.4907 49.07%
Glucocorticoid receptor binding + 0.7671 76.71%
Aromatase binding + 0.7081 70.81%
PPAR gamma + 0.7915 79.15%
Honey bee toxicity - 0.7786 77.86%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9860 98.60%

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 99.56% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.52% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.69% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.03% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.57% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.80% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.95% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 92.33% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.29% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.42% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.94% 99.15%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.78% 97.25%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.67% 97.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.30% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.27% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 83.82% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.18% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.37% 96.00%
CHEMBL1841 P06241 Tyrosine-protein kinase FYN 81.07% 81.29%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.34% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 162890535
LOTUS LTS0254759
wikiData Q105142273