9-(1,8-Dihydroxy-6-methyl-9,10-dioxoanthracen-2-yl)-5,10-dihydroxy-2-methylanthracene-1,4-dione

Details

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Internal ID 0b54d940-8d13-454e-82b1-5ea9bcc7ab53
Taxonomy Lignans, neolignans and related compounds > Arylnaphthalene lignans
IUPAC Name 9-(1,8-dihydroxy-6-methyl-9,10-dioxoanthracen-2-yl)-5,10-dihydroxy-2-methylanthracene-1,4-dione
SMILES (Canonical) CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC(=C3O)C4=C5C(=C(C6=C4C=CC=C6O)O)C(=O)C=C(C5=O)C
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC(=C3O)C4=C5C(=C(C6=C4C=CC=C6O)O)C(=O)C=C(C5=O)C
InChI InChI=1S/C30H18O8/c1-11-8-16-22(18(32)9-11)29(37)23-15(27(16)35)7-6-14(28(23)36)20-13-4-3-5-17(31)21(13)30(38)24-19(33)10-12(2)26(34)25(20)24/h3-10,31-32,36,38H,1-2H3
InChI Key MFTDXOCBTJZGKK-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H18O8
Molecular Weight 506.50 g/mol
Exact Mass 506.10016753 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 4.74
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-(1,8-Dihydroxy-6-methyl-9,10-dioxoanthracen-2-yl)-5,10-dihydroxy-2-methylanthracene-1,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 - 0.7293 72.93%
Blood Brain Barrier - 0.6879 68.79%
Human oral bioavailability + 0.7143 71.43%
Subcellular localzation Mitochondria 0.8399 83.99%
OATP2B1 inhibitior + 0.5755 57.55%
OATP1B1 inhibitior + 0.8723 87.23%
OATP1B3 inhibitior + 0.8787 87.87%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9838 98.38%
BSEP inhibitior + 0.8296 82.96%
P-glycoprotein inhibitior - 0.6309 63.09%
P-glycoprotein substrate - 0.6161 61.61%
CYP3A4 substrate + 0.6457 64.57%
CYP2C9 substrate - 0.8009 80.09%
CYP2D6 substrate - 0.8664 86.64%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition + 0.9434 94.34%
CYP2C19 inhibition + 0.7433 74.33%
CYP2D6 inhibition - 0.7442 74.42%
CYP1A2 inhibition + 0.9125 91.25%
CYP2C8 inhibition + 0.4841 48.41%
CYP inhibitory promiscuity + 0.8911 89.11%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8575 85.75%
Carcinogenicity (trinary) Non-required 0.5558 55.58%
Eye corrosion - 0.9956 99.56%
Eye irritation - 0.6084 60.84%
Skin irritation - 0.5960 59.60%
Skin corrosion - 0.8979 89.79%
Ames mutagenesis + 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7486 74.86%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.6118 61.18%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.5626 56.26%
Acute Oral Toxicity (c) III 0.5691 56.91%
Estrogen receptor binding + 0.8322 83.22%
Androgen receptor binding + 0.7686 76.86%
Thyroid receptor binding - 0.5547 55.47%
Glucocorticoid receptor binding + 0.6760 67.60%
Aromatase binding - 0.6261 62.61%
PPAR gamma + 0.6974 69.74%
Honey bee toxicity - 0.8764 87.64%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL2581 P07339 Cathepsin D 99.12% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 99.09% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.41% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.42% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.25% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.01% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.19% 99.15%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 90.74% 96.67%
CHEMBL1937 Q92769 Histone deacetylase 2 90.54% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.51% 94.00%
CHEMBL2535 P11166 Glucose transporter 88.33% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 86.88% 94.73%
CHEMBL2056 P21728 Dopamine D1 receptor 83.59% 91.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.07% 85.14%
CHEMBL4208 P20618 Proteasome component C5 81.69% 90.00%

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 abyssinica

Cross-Links

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PubChem 12182448
LOTUS LTS0060596
wikiData Q105162983