8-Hydroxy-6-methyl-2-(3-methyl-5,8-dioxonaphthalen-2-yl)naphthalene-1,4-dione

Details

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Internal ID c7429a2b-eea0-41b2-b491-668294b2ccee
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name 8-hydroxy-6-methyl-2-(3-methyl-5,8-dioxonaphthalen-2-yl)naphthalene-1,4-dione
SMILES (Canonical) CC1=CC2=C(C(=C1)O)C(=O)C(=CC2=O)C3=CC4=C(C=C3C)C(=O)C=CC4=O
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)C(=O)C(=CC2=O)C3=CC4=C(C=C3C)C(=O)C=CC4=O
InChI InChI=1S/C22H14O5/c1-10-5-16-19(25)9-15(22(27)21(16)20(26)6-10)12-8-14-13(7-11(12)2)17(23)3-4-18(14)24/h3-9,26H,1-2H3
InChI Key VTUPRJZJFAZZDO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H14O5
Molecular Weight 358.30 g/mol
Exact Mass 358.08412354 g/mol
Topological Polar Surface Area (TPSA) 88.50 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.41
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-Hydroxy-6-methyl-2-(3-methyl-5,8-dioxonaphthalen-2-yl)naphthalene-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 + 1.0000 100.00%
Caco-2 + 0.6023 60.23%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.8910 89.10%
OATP2B1 inhibitior - 0.7169 71.69%
OATP1B1 inhibitior + 0.9195 91.95%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.7311 73.11%
P-glycoprotein inhibitior - 0.8304 83.04%
P-glycoprotein substrate - 0.9006 90.06%
CYP3A4 substrate - 0.5077 50.77%
CYP2C9 substrate - 0.8042 80.42%
CYP2D6 substrate - 0.8665 86.65%
CYP3A4 inhibition - 0.6834 68.34%
CYP2C9 inhibition + 0.8799 87.99%
CYP2C19 inhibition + 0.6540 65.40%
CYP2D6 inhibition - 0.7963 79.63%
CYP1A2 inhibition + 0.9104 91.04%
CYP2C8 inhibition - 0.8687 86.87%
CYP inhibitory promiscuity + 0.7699 76.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8188 81.88%
Carcinogenicity (trinary) Non-required 0.5223 52.23%
Eye corrosion - 0.9965 99.65%
Eye irritation - 0.5685 56.85%
Skin irritation - 0.5940 59.40%
Skin corrosion - 0.9643 96.43%
Ames mutagenesis - 0.6464 64.64%
Human Ether-a-go-go-Related Gene inhibition - 0.5702 57.02%
Micronuclear + 0.7959 79.59%
Hepatotoxicity + 0.6857 68.57%
skin sensitisation - 0.6612 66.12%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5296 52.96%
Acute Oral Toxicity (c) II 0.5327 53.27%
Estrogen receptor binding + 0.8785 87.85%
Androgen receptor binding + 0.7276 72.76%
Thyroid receptor binding - 0.7443 74.43%
Glucocorticoid receptor binding + 0.6763 67.63%
Aromatase binding - 0.5791 57.91%
PPAR gamma + 0.7296 72.96%
Honey bee toxicity - 0.9391 93.91%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5900 59.00%
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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.79% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.78% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.06% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 92.54% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.78% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.57% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.14% 99.15%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 87.37% 96.67%
CHEMBL4208 P20618 Proteasome component C5 86.93% 90.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.58% 93.40%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.87% 93.03%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.42% 96.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.13% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 80.35% 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.
Euclea pseudebenus

Cross-Links

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PubChem 163049317
LOTUS LTS0012047
wikiData Q105293016