9,10-Dioxo-9,10-dihydroanthracene-2-carbaldehyde

Details

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Internal ID ad353af4-5ce9-4ff0-89f0-621cc432cf33
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 9,10-dioxoanthracene-2-carbaldehyde
SMILES (Canonical) C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)C=O
SMILES (Isomeric) C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)C=O
InChI InChI=1S/C15H8O3/c16-8-9-5-6-12-13(7-9)15(18)11-4-2-1-3-10(11)14(12)17/h1-8H
InChI Key XBWFYFHSIFEXMY-UHFFFAOYSA-N
Popularity 14 references in papers

Physical and Chemical Properties

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Molecular Formula C15H8O3
Molecular Weight 236.22 g/mol
Exact Mass 236.047344113 g/mol
Topological Polar Surface Area (TPSA) 51.20 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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6363-86-6
9,10-dioxoanthracene-2-carbaldehyde
anthraquinone-2-aldehyde
NSC401158
2-formylanthraquinone
9,10-DIOXO-9,10-DIHYDRO-ANTHRACENE-2-CARBALDEHYDE
2-Anthraquinonecarboxaldehyde
SCHEMBL2372163
DTXSID40322394
XBWFYFHSIFEXMY-UHFFFAOYSA-N
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 9,10-Dioxo-9,10-dihydroanthracene-2-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.7879 78.79%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.8000 80.00%
Subcellular localzation Mitochondria 0.7810 78.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9280 92.80%
OATP1B3 inhibitior + 0.9705 97.05%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.5590 55.90%
P-glycoprotein inhibitior - 0.9367 93.67%
P-glycoprotein substrate - 0.9757 97.57%
CYP3A4 substrate - 0.6941 69.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7124 71.24%
CYP3A4 inhibition - 0.9020 90.20%
CYP2C9 inhibition + 0.6668 66.68%
CYP2C19 inhibition - 0.7077 70.77%
CYP2D6 inhibition - 0.6839 68.39%
CYP1A2 inhibition + 0.9208 92.08%
CYP2C8 inhibition - 0.9568 95.68%
CYP inhibitory promiscuity - 0.7541 75.41%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7698 76.98%
Carcinogenicity (trinary) Non-required 0.5657 56.57%
Eye corrosion - 0.9570 95.70%
Eye irritation + 0.9315 93.15%
Skin irritation + 0.5900 59.00%
Skin corrosion - 0.9778 97.78%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8775 87.75%
Micronuclear - 0.6476 64.76%
Hepatotoxicity + 0.8024 80.24%
skin sensitisation + 0.6016 60.16%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity - 0.9111 91.11%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity + 0.7064 70.64%
Acute Oral Toxicity (c) III 0.4425 44.25%
Estrogen receptor binding + 0.8294 82.94%
Androgen receptor binding + 0.8207 82.07%
Thyroid receptor binding - 0.6000 60.00%
Glucocorticoid receptor binding + 0.5778 57.78%
Aromatase binding + 0.7794 77.94%
PPAR gamma - 0.5268 52.68%
Honey bee toxicity - 0.7283 72.83%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9588 95.88%

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 99.03% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.12% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.36% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.73% 91.11%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 86.41% 96.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.69% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.64% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.03% 93.40%
CHEMBL2039 P27338 Monoamine oxidase B 82.63% 92.51%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.29% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 80.40% 94.73%

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.
Handroanthus impetiginosus

Cross-Links

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PubChem 344310
NPASS NPC27392
LOTUS LTS0257246
wikiData Q82080941