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(3S)-4-[6-[(1R,3R,5S,8S,10R,12R,14R)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-[(2S,5R,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 555dc01d-b439-40cc-b2dc-55f3d86fef4e
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name (3S)-4-[6-[(1R,3R,5S,8S,10R,12R,14R)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-[(2S,5R,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)C6CC7C(C(O6)C)OC8C(O7)CC(=O)C(O8)C)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]7[C@@H]([C@H](O6)C)O[C@H]8[C@@H](O7)CC(=O)[C@@H](O8)C)O)CC(=O)O)O
InChI InChI=1S/C43H52O16/c1-18-26(44)10-12-33(53-18)57-28-11-13-34(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)58-42-31(56-30)14-27(45)19(2)55-42/h6-9,18-21,26,28-31,33-34,41-42,44,48-49H,10-17H2,1-5H3,(H,46,47)/t18-,19-,20-,21+,26+,28+,29+,30+,31-,33-,34-,41+,42-,43-/m0/s1
InChI Key FMYXTIDKAKTSDI-IGKYTENLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H52O16
Molecular Weight 824.90 g/mol
Exact Mass 824.32553557 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.17
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-4-[6-[(1R,3R,5S,8S,10R,12R,14R)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]-1,5-dihydroxy-9,10-dioxoanthracen-2-yl]-3-[(2S,5R,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 - 0.8643 86.43%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7870 78.70%
OATP2B1 inhibitior - 0.7206 72.06%
OATP1B1 inhibitior + 0.8291 82.91%
OATP1B3 inhibitior - 0.3934 39.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7787 77.87%
BSEP inhibitior + 0.9841 98.41%
P-glycoprotein inhibitior + 0.7604 76.04%
P-glycoprotein substrate + 0.7502 75.02%
CYP3A4 substrate + 0.7298 72.98%
CYP2C9 substrate - 0.8047 80.47%
CYP2D6 substrate - 0.8764 87.64%
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 + 0.7751 77.51%
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 - 0.9111 91.11%
Skin irritation - 0.7444 74.44%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis + 0.5346 53.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7908 79.08%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5925 59.25%
skin sensitisation - 0.9291 92.91%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6695 66.95%
Acute Oral Toxicity (c) I 0.4400 44.00%
Estrogen receptor binding + 0.8820 88.20%
Androgen receptor binding + 0.7354 73.54%
Thyroid receptor binding + 0.5205 52.05%
Glucocorticoid receptor binding + 0.8027 80.27%
Aromatase binding + 0.7181 71.81%
PPAR gamma + 0.7943 79.43%
Honey bee toxicity - 0.7136 71.36%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
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 99.73% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.56% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.89% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.30% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.92% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.19% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.27% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.35% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.23% 95.89%
CHEMBL1841 P06241 Tyrosine-protein kinase FYN 87.83% 81.29%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.26% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.66% 86.33%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 86.43% 94.01%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.37% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.94% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.97% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.80% 97.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.78% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 83.22% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.41% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.15% 91.19%
CHEMBL220 P22303 Acetylcholinesterase 80.64% 94.45%
CHEMBL4208 P20618 Proteasome component C5 80.15% 90.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.14% 85.31%

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 163061248
LOTUS LTS0247818
wikiData Q104998152