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(2R,3R)-5-[2,8-dihydroxy-6-methoxy-3-methyl-9,10-dioxo-5-[(5S,6R,7S,8R)-4,5,6,7,8-pentahydroxy-2-methoxy-7-methyl-9,10-dioxo-6,8-dihydro-5H-anthracen-1-yl]anthracen-1-yl]-1,2,3,4,8-pentahydroxy-6-methoxy-3-methyl-2H-anthracene-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 03f440b1-93f8-445a-b24f-e330e823ce63
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name (2R,3R)-5-[2,8-dihydroxy-6-methoxy-3-methyl-9,10-dioxo-5-[(5S,6R,7S,8R)-4,5,6,7,8-pentahydroxy-2-methoxy-7-methyl-9,10-dioxo-6,8-dihydro-5H-anthracen-1-yl]anthracen-1-yl]-1,2,3,4,8-pentahydroxy-6-methoxy-3-methyl-2H-anthracene-9,10-dione
SMILES (Canonical) CC1=CC2=C(C(=C1O)C3=C(C=C(C4=C3C(=O)C5=C(C(C(C(=C5C4=O)O)O)(C)O)O)O)OC)C(=O)C6=C(C2=O)C(=C(C=C6O)OC)C7=C(C=C(C8=C7C(=O)C9=C(C8=O)C(C(C(C9O)(C)O)O)O)O)OC
SMILES (Isomeric) CC1=CC2=C(C(=C1O)C3=C(C=C(C4=C3C(=O)C5=C([C@]([C@@H](C(=C5C4=O)O)O)(C)O)O)O)OC)C(=O)C6=C(C2=O)C(=C(C=C6O)OC)C7=C(C=C(C8=C7C(=O)C9=C(C8=O)[C@@H]([C@H]([C@@]([C@@H]9O)(C)O)O)O)O)OC
InChI InChI=1S/C48H38O21/c1-11-7-12-19(26(34(11)52)25-18(69-6)10-15(51)22-29(25)40(58)33-31(38(22)56)42(60)46(64)48(3,66)44(33)62)36(54)20-13(49)8-16(67-4)23(27(20)35(12)53)24-17(68-5)9-14(50)21-28(24)39(57)32-30(37(21)55)41(59)45(63)47(2,65)43(32)61/h7-10,41,43,45-46,49-52,59-66H,1-6H3/t41-,43+,45+,46+,47-,48-/m0/s1
InChI Key XYZZDUHWDNYLFK-ZSSKLDDPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C48H38O21
Molecular Weight 950.80 g/mol
Exact Mass 950.19055822 g/mol
Topological Polar Surface Area (TPSA) 373.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.60
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R)-5-[2,8-dihydroxy-6-methoxy-3-methyl-9,10-dioxo-5-[(5S,6R,7S,8R)-4,5,6,7,8-pentahydroxy-2-methoxy-7-methyl-9,10-dioxo-6,8-dihydro-5H-anthracen-1-yl]anthracen-1-yl]-1,2,3,4,8-pentahydroxy-6-methoxy-3-methyl-2H-anthracene-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 + 0.9875 98.75%
Caco-2 - 0.8552 85.52%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7758 77.58%
OATP2B1 inhibitior - 0.6972 69.72%
OATP1B1 inhibitior + 0.8979 89.79%
OATP1B3 inhibitior + 0.9116 91.16%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9294 92.94%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate - 0.5417 54.17%
CYP3A4 substrate + 0.6648 66.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8522 85.22%
CYP3A4 inhibition - 0.6731 67.31%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.6836 68.36%
CYP2D6 inhibition - 0.8872 88.72%
CYP1A2 inhibition + 0.5183 51.83%
CYP2C8 inhibition + 0.5316 53.16%
CYP inhibitory promiscuity + 0.5532 55.32%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9197 91.97%
Carcinogenicity (trinary) Non-required 0.5198 51.98%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8943 89.43%
Skin irritation - 0.7194 71.94%
Skin corrosion - 0.9242 92.42%
Ames mutagenesis + 0.6477 64.77%
Human Ether-a-go-go-Related Gene inhibition + 0.7541 75.41%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.7892 78.92%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5845 58.45%
Acute Oral Toxicity (c) III 0.5315 53.15%
Estrogen receptor binding + 0.7825 78.25%
Androgen receptor binding + 0.6877 68.77%
Thyroid receptor binding + 0.6019 60.19%
Glucocorticoid receptor binding + 0.7060 70.60%
Aromatase binding + 0.6347 63.47%
PPAR gamma + 0.7275 72.75%
Honey bee toxicity - 0.7387 73.87%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9951 99.51%

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 98.31% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.27% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.00% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.68% 92.94%
CHEMBL2581 P07339 Cathepsin D 90.74% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.95% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.59% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.33% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.25% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.00% 96.09%
CHEMBL4208 P20618 Proteasome component C5 86.80% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.28% 99.15%
CHEMBL1937 Q92769 Histone deacetylase 2 84.64% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.51% 94.45%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.37% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.37% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.35% 91.07%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.06% 96.90%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.96% 94.42%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.70% 96.67%

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 136986996
LOTUS LTS0128589
wikiData Q105344759