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9-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]-4a-[(2R,4R,5R,6R)-5-[(2R,4R,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-8,12b-dihydroxy-3-methyl-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione

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 4ec3748f-9dab-4ed3-b52b-4e4f28081224
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Anthraquinone glycosides
IUPAC Name 9-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]-4a-[(2R,4R,5R,6R)-5-[(2R,4R,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-8,12b-dihydroxy-3-methyl-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione
SMILES (Canonical) CC1CC(=O)C2(C3=C(C=CC2(C1)OC4CC(C(C(O4)C)OC5CC(C(C(O5)C)O)O)O)C(=O)C6=C(C3=O)C=CC(=C6O)C7CC(C(C(O7)C)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@@H](O1)C2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C=CC5(C4(C(=O)CC(C5)C)O)O[C@@H]6C[C@H]([C@H]([C@H](O6)C)O[C@@H]7C[C@H]([C@H]([C@H](O7)C)O)O)O)O)O)O
InChI InChI=1S/C37H46O15/c1-14-9-25(41)37(47)29-20(33(45)28-19(34(29)46)6-5-18(32(28)44)24-10-21(38)30(42)15(2)48-24)7-8-36(37,13-14)52-27-12-23(40)35(17(4)50-27)51-26-11-22(39)31(43)16(3)49-26/h5-8,14-17,21-24,26-27,30-31,35,38-40,42-44,47H,9-13H2,1-4H3/t14?,15-,16-,17-,21-,22-,23-,24-,26-,27-,30-,31+,35+,36?,37?/m1/s1
InChI Key XMOSLHKCOPTYEM-XJXTYVPESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H46O15
Molecular Weight 730.80 g/mol
Exact Mass 730.28367076 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.43
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]-4a-[(2R,4R,5R,6R)-5-[(2R,4R,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-8,12b-dihydroxy-3-methyl-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9587 95.87%
Caco-2 - 0.8746 87.46%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7453 74.53%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8529 85.29%
OATP1B3 inhibitior + 0.8279 82.79%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9127 91.27%
P-glycoprotein inhibitior + 0.6810 68.10%
P-glycoprotein substrate + 0.7883 78.83%
CYP3A4 substrate + 0.7253 72.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.8647 86.47%
CYP2C9 inhibition - 0.6950 69.50%
CYP2C19 inhibition - 0.7684 76.84%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.8429 84.29%
CYP2C8 inhibition + 0.4913 49.13%
CYP inhibitory promiscuity - 0.9070 90.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4702 47.02%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9187 91.87%
Skin irritation - 0.6856 68.56%
Skin corrosion - 0.9312 93.12%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3904 39.04%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8150 81.50%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7048 70.48%
Acute Oral Toxicity (c) I 0.6051 60.51%
Estrogen receptor binding + 0.8327 83.27%
Androgen receptor binding + 0.7231 72.31%
Thyroid receptor binding - 0.4910 49.10%
Glucocorticoid receptor binding + 0.7251 72.51%
Aromatase binding + 0.6974 69.74%
PPAR gamma + 0.7417 74.17%
Honey bee toxicity - 0.7603 76.03%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9908 99.08%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.37% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.77% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.49% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.14% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.80% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.19% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.76% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 91.85% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.65% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.92% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 90.41% 97.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.20% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.81% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.42% 94.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 87.28% 85.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.04% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 86.83% 95.64%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 86.56% 96.67%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.05% 96.09%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 85.06% 96.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.03% 93.04%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.54% 96.21%

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 139587891
LOTUS LTS0024541
wikiData Q105331328