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1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-6-[(9S)-1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-4,5-dihydroxy-2-methylanthracene-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 78d0fcff-25d0-4fb1-8b10-90a0df015be5
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-6-[(9S)-1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-4,5-dihydroxy-2-methylanthracene-9,10-dione
SMILES (Canonical) CC1=CC(=C2C(=C1C3=C(C(=C(C=C3O)OC)C(=O)C)O)C(C4=C(C2=O)C(=CC=C4)O)C5=C(C6=C(C=C5)C(=O)C7=C(C(=CC(=C7C6=O)O)C)C8=C(C(=C(C=C8O)OC)C(=O)C)O)O)O
SMILES (Isomeric) CC1=CC(=C2C(=C1C3=C(C(=C(C=C3O)OC)C(=O)C)O)[C@H](C4=C(C2=O)C(=CC=C4)O)C5=C(C6=C(C=C5)C(=O)C7=C(C(=CC(=C7C6=O)O)C)C8=C(C(=C(C=C8O)OC)C(=O)C)O)O)O
InChI InChI=1S/C48H36O15/c1-16-12-24(52)39-41(30(16)37-26(54)14-28(62-5)32(18(3)49)45(37)58)34(20-8-7-9-23(51)35(20)47(39)60)21-10-11-22-36(43(21)56)48(61)40-25(53)13-17(2)31(42(40)44(22)57)38-27(55)15-29(63-6)33(19(4)50)46(38)59/h7-15,34,51-56,58-59H,1-6H3/t34-/m1/s1
InChI Key RZVXPJMOIKHWFB-UUWRZZSWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H36O15
Molecular Weight 852.80 g/mol
Exact Mass 852.20542044 g/mol
Topological Polar Surface Area (TPSA) 266.00 Ų
XlogP 8.40
Atomic LogP (AlogP) 7.20
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-6-[(9S)-1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-4,5-dihydroxy-2-methylanthracene-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 + 0.9852 98.52%
Caco-2 - 0.8486 84.86%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.8522 85.22%
OATP2B1 inhibitior + 0.7187 71.87%
OATP1B1 inhibitior + 0.8882 88.82%
OATP1B3 inhibitior - 0.3231 32.31%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9615 96.15%
P-glycoprotein inhibitior + 0.7775 77.75%
P-glycoprotein substrate + 0.6203 62.03%
CYP3A4 substrate + 0.6728 67.28%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.8119 81.19%
CYP3A4 inhibition - 0.6669 66.69%
CYP2C9 inhibition - 0.5976 59.76%
CYP2C19 inhibition - 0.7284 72.84%
CYP2D6 inhibition - 0.8037 80.37%
CYP1A2 inhibition + 0.8502 85.02%
CYP2C8 inhibition + 0.7613 76.13%
CYP inhibitory promiscuity + 0.5742 57.42%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8496 84.96%
Carcinogenicity (trinary) Non-required 0.6046 60.46%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8816 88.16%
Skin irritation - 0.7349 73.49%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis + 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7864 78.64%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.9491 94.91%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.6521 65.21%
Acute Oral Toxicity (c) III 0.5202 52.02%
Estrogen receptor binding + 0.7785 77.85%
Androgen receptor binding + 0.7376 73.76%
Thyroid receptor binding + 0.5884 58.84%
Glucocorticoid receptor binding + 0.7417 74.17%
Aromatase binding + 0.5830 58.30%
PPAR gamma + 0.7115 71.15%
Honey bee toxicity - 0.8337 83.37%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9846 98.46%

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 98.91% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.97% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.03% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.45% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.39% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.76% 96.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.58% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.30% 93.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.07% 85.14%
CHEMBL2535 P11166 Glucose transporter 89.55% 98.75%
CHEMBL1907 P15144 Aminopeptidase N 87.42% 93.31%
CHEMBL2056 P21728 Dopamine D1 receptor 87.40% 91.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.87% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.82% 95.89%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 86.63% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.21% 94.00%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 85.81% 96.86%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.21% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.92% 99.15%
CHEMBL3194 P02766 Transthyretin 84.45% 90.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.33% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.13% 99.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.55% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 80.71% 94.73%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.42% 89.62%

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.
Bulbine frutescens

Cross-Links

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PubChem 24806608
LOTUS LTS0004310
wikiData Q105248644