Diosquinone

Details

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Internal ID 2e596157-a931-4b65-8c9f-f4b3d9af3636
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name 3-hydroxy-4-(5-hydroxy-7-methyl-1,4-dioxonaphthalen-2-yl)-5-methyl-1a,7a-dihydronaphtho[2,3-b]oxirene-2,7-dione
SMILES (Canonical) CC1=CC2=C(C(=C1)O)C(=O)C=C(C2=O)C3=C(C4=C(C=C3C)C(=O)C5C(C4=O)O5)O
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)C(=O)C=C(C2=O)C3=C(C4=C(C=C3C)C(=O)C5C(C4=O)O5)O
InChI InChI=1S/C22H14O7/c1-7-3-9-15(12(23)4-7)13(24)6-11(17(9)25)14-8(2)5-10-16(19(14)27)20(28)22-21(29-22)18(10)26/h3-6,21-23,27H,1-2H3
InChI Key AVBFKEHAFCGOKT-UHFFFAOYSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C22H14O7
Molecular Weight 390.30 g/mol
Exact Mass 390.07395278 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.32
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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50886-69-6
NSC342731
Batacanone
4-(1,4-Dihydro-5-hydroxy-7-methyl-1,4-dioxo-2-naphthalenyl)-1a,7a-dihydro-3-hydroxy-5-methylnaphth(2,3-b)oxirene-2,7-dione
NSC 342731
DIOSQUINONE & BATACANONE
CHEMBL1984064
DTXSID00965125
NSC-342731
3-Hydroxy-4-(5-hydroxy-7-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-5-methyl-1a,7a-dihydronaphtho[2,3-b]oxirene-2,7-dione
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Diosquinone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9893 98.93%
Caco-2 - 0.5902 59.02%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.7297 72.97%
OATP2B1 inhibitior - 0.7127 71.27%
OATP1B1 inhibitior + 0.8523 85.23%
OATP1B3 inhibitior + 0.9310 93.10%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.6938 69.38%
P-glycoprotein inhibitior - 0.7091 70.91%
P-glycoprotein substrate - 0.8478 84.78%
CYP3A4 substrate + 0.5884 58.84%
CYP2C9 substrate - 0.8057 80.57%
CYP2D6 substrate - 0.8670 86.70%
CYP3A4 inhibition - 0.7018 70.18%
CYP2C9 inhibition + 0.7835 78.35%
CYP2C19 inhibition + 0.7257 72.57%
CYP2D6 inhibition - 0.8543 85.43%
CYP1A2 inhibition - 0.5317 53.17%
CYP2C8 inhibition - 0.6297 62.97%
CYP inhibitory promiscuity + 0.7592 75.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.5166 51.66%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.7403 74.03%
Skin irritation - 0.6354 63.54%
Skin corrosion - 0.9253 92.53%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6287 62.87%
Micronuclear + 0.8900 89.00%
Hepatotoxicity + 0.7177 71.77%
skin sensitisation - 0.7136 71.36%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4005 40.05%
Estrogen receptor binding + 0.6651 66.51%
Androgen receptor binding + 0.6877 68.77%
Thyroid receptor binding - 0.7366 73.66%
Glucocorticoid receptor binding + 0.6584 65.84%
Aromatase binding - 0.7473 74.73%
PPAR gamma + 0.5491 54.91%
Honey bee toxicity - 0.9285 92.85%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9946 99.46%

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 98.96% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.47% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.19% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.84% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.56% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.79% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 90.93% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.61% 99.15%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.11% 97.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.94% 94.00%
CHEMBL4530 P00488 Coagulation factor XIII 83.84% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.33% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.21% 96.21%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.55% 93.03%

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.
Diospyros batocana
Diospyros chamaethamnus
Diospyros mafiensis
Diospyros mespiliformis
Diospyros tricolor
Diospyros verrucosa

Cross-Links

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PubChem 122720
LOTUS LTS0160072
wikiData Q82947305