Anthraquinone

Details

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Internal ID dcf52413-f202-42b6-8061-30236d3cb4bc
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name anthracene-9,10-dione
SMILES (Canonical) C1=CC=C2C(=C1)C(=O)C3=CC=CC=C3C2=O
SMILES (Isomeric) C1=CC=C2C(=C1)C(=O)C3=CC=CC=C3C2=O
InChI InChI=1S/C14H8O2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H
InChI Key RZVHIXYEVGDQDX-UHFFFAOYSA-N
Popularity 18,317 references in papers

Physical and Chemical Properties

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Molecular Formula C14H8O2
Molecular Weight 208.21 g/mol
Exact Mass 208.052429494 g/mol
Topological Polar Surface Area (TPSA) 34.10 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.46
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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84-65-1
anthracene-9,10-dione
9,10-Anthraquinone
9,10-Anthracenedione
Anthradione
9,10-Dioxoanthracene
Hoelite
Morkit
Corbit
9,10-Anthrachinon
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Anthraquinone

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 + 0.8131 81.31%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.9143 91.43%
Subcellular localzation Mitochondria 0.7255 72.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9780 97.80%
OATP1B3 inhibitior + 0.9690 96.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.6608 66.08%
P-glycoprotein inhibitior - 0.9169 91.69%
P-glycoprotein substrate - 0.9961 99.61%
CYP3A4 substrate - 0.8025 80.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7185 71.85%
CYP3A4 inhibition - 0.9241 92.41%
CYP2C9 inhibition + 0.5919 59.19%
CYP2C19 inhibition - 0.6245 62.45%
CYP2D6 inhibition - 0.6483 64.83%
CYP1A2 inhibition + 0.9357 93.57%
CYP2C8 inhibition - 0.9961 99.61%
CYP inhibitory promiscuity - 0.7247 72.47%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7798 77.98%
Carcinogenicity (trinary) Non-required 0.5893 58.93%
Eye corrosion - 0.9587 95.87%
Eye irritation + 0.9847 98.47%
Skin irritation + 0.5626 56.26%
Skin corrosion - 0.9749 97.49%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8277 82.77%
Micronuclear - 0.7718 77.18%
Hepatotoxicity + 0.8125 81.25%
skin sensitisation + 0.8047 80.47%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity - 0.9556 95.56%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity + 0.7890 78.90%
Acute Oral Toxicity (c) III 0.4904 49.04%
Estrogen receptor binding + 0.8491 84.91%
Androgen receptor binding + 0.6359 63.59%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5675 56.75%
Aromatase binding + 0.7635 76.35%
PPAR gamma - 0.5986 59.86%
Honey bee toxicity - 0.7027 70.27%
Biodegradation + 0.7250 72.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9355 93.55%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4804 P30305 Dual specificity phosphatase Cdc25B 9510 nM
IC50
PMID: 19028102

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 95.26% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.93% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.48% 82.69%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 84.13% 96.67%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 81.91% 85.94%

Cross-Links

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PubChem 6780
NPASS NPC19256
ChEMBL CHEMBL55659
LOTUS LTS0120715
wikiData Q423174