3-Hydroxy-4-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-5-methyl-1a,7a-dihydronaphtho[2,3-b]oxirene-2,7-dione

Details

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Internal ID f0a01f22-d620-48f3-886e-c7e962c0d577
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name 3-hydroxy-4-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-5-methyl-1a,7a-dihydronaphtho[2,3-b]oxirene-2,7-dione
SMILES (Canonical) CC1=CC2=C(C(=O)C3C(C2=O)O3)C(=C1C4=C5C(=O)C=CC(=O)C5=C(C=C4C)O)O
SMILES (Isomeric) CC1=CC2=C(C(=O)C3C(C2=O)O3)C(=C1C4=C5C(=O)C=CC(=O)C5=C(C=C4C)O)O
InChI InChI=1S/C22H14O7/c1-7-5-9-15(20(28)22-21(29-22)18(9)26)19(27)14(7)13-8(2)6-12(25)16-10(23)3-4-11(24)17(13)16/h3-6,21-22,25,27H,1-2H3
InChI Key BYYGDTAETMFQOB-UHFFFAOYSA-N
Popularity 0 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) 2.46
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-Hydroxy-4-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-5-methyl-1a,7a-dihydronaphtho[2,3-b]oxirene-2,7-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9849 98.49%
Caco-2 - 0.6998 69.98%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7143 71.43%
OATP2B1 inhibitior - 0.5706 57.06%
OATP1B1 inhibitior + 0.8742 87.42%
OATP1B3 inhibitior + 0.9051 90.51%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.6264 62.64%
P-glycoprotein inhibitior - 0.7067 70.67%
P-glycoprotein substrate - 0.9156 91.56%
CYP3A4 substrate + 0.5560 55.60%
CYP2C9 substrate - 0.7984 79.84%
CYP2D6 substrate - 0.8657 86.57%
CYP3A4 inhibition - 0.6415 64.15%
CYP2C9 inhibition + 0.7160 71.60%
CYP2C19 inhibition + 0.5267 52.67%
CYP2D6 inhibition - 0.8728 87.28%
CYP1A2 inhibition - 0.5854 58.54%
CYP2C8 inhibition - 0.8012 80.12%
CYP inhibitory promiscuity + 0.5618 56.18%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9543 95.43%
Carcinogenicity (trinary) Non-required 0.5397 53.97%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.6030 60.30%
Skin corrosion - 0.9142 91.42%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8055 80.55%
Micronuclear + 0.8900 89.00%
Hepatotoxicity + 0.6677 66.77%
skin sensitisation - 0.7634 76.34%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.4781 47.81%
Acute Oral Toxicity (c) II 0.4177 41.77%
Estrogen receptor binding + 0.6366 63.66%
Androgen receptor binding + 0.6898 68.98%
Thyroid receptor binding - 0.7516 75.16%
Glucocorticoid receptor binding - 0.5054 50.54%
Aromatase binding - 0.7032 70.32%
PPAR gamma + 0.6258 62.58%
Honey bee toxicity - 0.9674 96.74%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9921 99.21%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.12% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.43% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.82% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.25% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.18% 96.21%
CHEMBL1951 P21397 Monoamine oxidase A 90.60% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.54% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 88.59% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.67% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.90% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.71% 94.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.34% 97.21%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.50% 93.65%
CHEMBL4208 P20618 Proteasome component C5 81.08% 90.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.70% 96.95%
CHEMBL4530 P00488 Coagulation factor XIII 80.24% 96.00%

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.
Diospyros batocana

Cross-Links

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PubChem 14101672
LOTUS LTS0071450
wikiData Q104396621