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(3R)-4-[6-[(1R,5R,10R,11R,13S)-5,11-dimethyl-6-oxo-2,4,9,12-tetraoxatricyclo[8.4.0.03,8]tetradecan-13-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-methyl-3-[(2S,5S,6S)-6-methyl-5-[[(2R,6S)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]oxan-2-yl]oxybutanoic 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 cbcac177-d980-4f25-9567-4830425e65f3
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name (3R)-4-[6-[(1R,5R,10R,11R,13S)-5,11-dimethyl-6-oxo-2,4,9,12-tetraoxatricyclo[8.4.0.03,8]tetradecan-13-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-methyl-3-[(2S,5S,6S)-6-methyl-5-[[(2R,6S)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]oxan-2-yl]oxybutanoic acid
SMILES (Canonical) CC1C(CCC(O1)OC(C)(CC2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C=CC(=C4O)C5CC6C(C(O5)C)OC7CC(=O)C(OC7O6)C)O)CC(=O)O)OC8C=CC(=O)C(O8)C
SMILES (Isomeric) C[C@H]1[C@H](CC[C@@H](O1)O[C@](C)(CC2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C=CC(=C4O)[C@@H]5C[C@@H]6[C@@H]([C@H](O5)C)OC7CC(=O)[C@H](OC7O6)C)O)CC(=O)O)O[C@H]8C=CC(=O)[C@@H](O8)C
InChI InChI=1S/C43H48O16/c1-18-26(44)10-12-33(53-18)56-28-11-13-34(54-20(28)3)59-43(5,17-32(46)47)16-22-6-7-24-35(37(22)48)39(50)25-9-8-23(38(49)36(25)40(24)51)29-15-30-41(21(4)52-29)57-31-14-27(45)19(2)55-42(31)58-30/h6-10,12,18-21,28-31,33-34,41-42,48-49H,11,13-17H2,1-5H3,(H,46,47)/t18-,19+,20-,21+,28-,29-,30+,31?,33-,34-,41+,42?,43+/m0/s1
InChI Key BKCAAFXCOKZZET-ARZQUSBJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H48O16
Molecular Weight 820.80 g/mol
Exact Mass 820.29423544 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 15
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-4-[6-[(1R,5R,10R,11R,13S)-5,11-dimethyl-6-oxo-2,4,9,12-tetraoxatricyclo[8.4.0.03,8]tetradecan-13-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-methyl-3-[(2S,5S,6S)-6-methyl-5-[[(2R,6S)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]oxan-2-yl]oxybutanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9419 94.19%
Caco-2 - 0.8599 85.99%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7557 75.57%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.8212 82.12%
OATP1B3 inhibitior - 0.4418 44.18%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7787 77.87%
BSEP inhibitior + 0.9852 98.52%
P-glycoprotein inhibitior + 0.7813 78.13%
P-glycoprotein substrate + 0.7574 75.74%
CYP3A4 substrate + 0.7296 72.96%
CYP2C9 substrate - 0.6063 60.63%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition - 0.8620 86.20%
CYP2C9 inhibition - 0.9060 90.60%
CYP2C19 inhibition - 0.9336 93.36%
CYP2D6 inhibition - 0.9611 96.11%
CYP1A2 inhibition - 0.7818 78.18%
CYP2C8 inhibition + 0.7489 74.89%
CYP inhibitory promiscuity - 0.9046 90.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5995 59.95%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9109 91.09%
Skin irritation - 0.7223 72.23%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6769 67.69%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.9048 90.48%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6807 68.07%
Acute Oral Toxicity (c) I 0.5697 56.97%
Estrogen receptor binding + 0.8707 87.07%
Androgen receptor binding + 0.7440 74.40%
Thyroid receptor binding + 0.5672 56.72%
Glucocorticoid receptor binding + 0.8072 80.72%
Aromatase binding + 0.7143 71.43%
PPAR gamma + 0.7866 78.66%
Honey bee toxicity - 0.7131 71.31%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9937 99.37%

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 99.56% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.44% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.92% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.54% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.91% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.53% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.36% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.17% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.84% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.14% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 88.73% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.95% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.55% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.50% 99.23%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 84.27% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 84.22% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.76% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 83.75% 91.19%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.46% 99.15%
CHEMBL1902 P62942 FK506-binding protein 1A 83.14% 97.05%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 82.06% 94.01%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.66% 97.33%
CHEMBL1841 P06241 Tyrosine-protein kinase FYN 80.40% 81.29%

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 163194717
LOTUS LTS0178239
wikiData Q104937504