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2-[(2S)-2,10-dihydroxy-5,7-dimethoxy-2-methyl-4-oxo-1,3-dihydroanthracen-9-yl]-1,8-dihydroxy-3-methoxy-6-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 48fb4dc2-99a8-494e-b021-564a5d7a9b5e
Taxonomy Lignans, neolignans and related compounds > Arylnaphthalene lignans
IUPAC Name 2-[(2S)-2,10-dihydroxy-5,7-dimethoxy-2-methyl-4-oxo-1,3-dihydroanthracen-9-yl]-1,8-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H28O10/c1-13-6-16-24(19(34)7-13)31(38)27-17(29(16)36)10-22(43-5)28(32(27)39)23-15-8-14(41-3)9-21(42-4)26(15)30(37)25-18(23)11-33(2,40)12-20(25)35/h6-10,34,37,39-40H,11-12H2,1-5H3/t33-/m0/s1
InChI Key CMZUTUWQLBHYJQ-XIFFEERXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H28O10
Molecular Weight 584.60 g/mol
Exact Mass 584.16824709 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.61
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(2S)-2,10-dihydroxy-5,7-dimethoxy-2-methyl-4-oxo-1,3-dihydroanthracen-9-yl]-1,8-dihydroxy-3-methoxy-6-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 + 0.9917 99.17%
Caco-2 - 0.7603 76.03%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8583 85.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8977 89.77%
OATP1B3 inhibitior + 0.9240 92.40%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9714 97.14%
P-glycoprotein inhibitior + 0.7858 78.58%
P-glycoprotein substrate - 0.5929 59.29%
CYP3A4 substrate + 0.6743 67.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7969 79.69%
CYP3A4 inhibition - 0.7825 78.25%
CYP2C9 inhibition - 0.8247 82.47%
CYP2C19 inhibition - 0.7575 75.75%
CYP2D6 inhibition - 0.8635 86.35%
CYP1A2 inhibition + 0.6305 63.05%
CYP2C8 inhibition + 0.5502 55.02%
CYP inhibitory promiscuity - 0.8659 86.59%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8345 83.45%
Carcinogenicity (trinary) Non-required 0.5305 53.05%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.8593 85.93%
Skin irritation - 0.7697 76.97%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis + 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7737 77.37%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6079 60.79%
skin sensitisation - 0.9402 94.02%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4776 47.76%
Acute Oral Toxicity (c) III 0.4389 43.89%
Estrogen receptor binding + 0.8281 82.81%
Androgen receptor binding + 0.5688 56.88%
Thyroid receptor binding + 0.5866 58.66%
Glucocorticoid receptor binding + 0.7811 78.11%
Aromatase binding + 0.6979 69.79%
PPAR gamma + 0.7419 74.19%
Honey bee toxicity - 0.7787 77.87%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9892 98.92%

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 99.59% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.82% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.08% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.49% 99.15%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.22% 96.21%
CHEMBL240 Q12809 HERG 95.16% 89.76%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.15% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.19% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.93% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.75% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.73% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.97% 92.94%
CHEMBL4208 P20618 Proteasome component C5 91.39% 90.00%
CHEMBL2581 P07339 Cathepsin D 90.69% 98.95%
CHEMBL2535 P11166 Glucose transporter 89.49% 98.75%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 88.85% 92.68%
CHEMBL2056 P21728 Dopamine D1 receptor 87.51% 91.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 87.19% 96.67%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 86.24% 91.79%
CHEMBL340 P08684 Cytochrome P450 3A4 85.39% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.24% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.95% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 83.80% 93.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.59% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 83.58% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 83.50% 91.49%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 83.26% 92.38%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.60% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.55% 94.45%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.09% 85.49%

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 10674811
LOTUS LTS0185880
wikiData Q104965471