[2,2'-Binaphthalene]-1,1',4,4'-tetrone, 5,5'-dihydroxy-7,7'-dimethyl-

Details

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Internal ID b11d047d-62a2-4139-aae0-7e9b0f31064a
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name 5-hydroxy-2-(5-hydroxy-7-methyl-1,4-dioxonaphthalen-2-yl)-7-methylnaphthalene-1,4-dione
SMILES (Canonical) CC1=CC2=C(C(=C1)O)C(=O)C=C(C2=O)C3=CC(=O)C4=C(C3=O)C=C(C=C4O)C
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)C(=O)C=C(C2=O)C3=CC(=O)C4=C(C3=O)C=C(C=C4O)C
InChI InChI=1S/C22H14O6/c1-9-3-13-19(15(23)5-9)17(25)7-11(21(13)27)12-8-18(26)20-14(22(12)28)4-10(2)6-16(20)24/h3-8,23-24H,1-2H3
InChI Key WZWDIPBLRMIRHM-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H14O6
Molecular Weight 374.30 g/mol
Exact Mass 374.07903816 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.03
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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24456-79-9
SCHEMBL11919738
DTXSID80348230
WZWDIPBLRMIRHM-UHFFFAOYSA-N
5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetrone

2D Structure

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2D Structure of [2,2'-Binaphthalene]-1,1',4,4'-tetrone, 5,5'-dihydroxy-7,7'-dimethyl-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9968 99.68%
Caco-2 + 0.5889 58.89%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.8286 82.86%
Subcellular localzation Mitochondria 0.9018 90.18%
OATP2B1 inhibitior - 0.5665 56.65%
OATP1B1 inhibitior + 0.9280 92.80%
OATP1B3 inhibitior + 0.9148 91.48%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.5627 56.27%
P-glycoprotein inhibitior - 0.8316 83.16%
P-glycoprotein substrate - 0.9634 96.34%
CYP3A4 substrate - 0.5765 57.65%
CYP2C9 substrate - 0.8009 80.09%
CYP2D6 substrate - 0.8664 86.64%
CYP3A4 inhibition - 0.7006 70.06%
CYP2C9 inhibition + 0.9592 95.92%
CYP2C19 inhibition + 0.7766 77.66%
CYP2D6 inhibition - 0.7041 70.41%
CYP1A2 inhibition + 0.9159 91.59%
CYP2C8 inhibition - 0.9379 93.79%
CYP inhibitory promiscuity + 0.8403 84.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8088 80.88%
Carcinogenicity (trinary) Non-required 0.5102 51.02%
Eye corrosion - 0.9965 99.65%
Eye irritation + 0.6388 63.88%
Skin irritation - 0.5908 59.08%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.8055 80.55%
skin sensitisation - 0.6582 65.82%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6413 64.13%
Acute Oral Toxicity (c) III 0.4962 49.62%
Estrogen receptor binding + 0.7589 75.89%
Androgen receptor binding + 0.7426 74.26%
Thyroid receptor binding - 0.7147 71.47%
Glucocorticoid receptor binding - 0.4730 47.30%
Aromatase binding - 0.7264 72.64%
PPAR gamma + 0.7592 75.92%
Honey bee toxicity - 0.9518 95.18%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6500 65.00%
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
CHEMBL1951 P21397 Monoamine oxidase A 97.37% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.04% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.23% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.74% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.96% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.87% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.89% 99.15%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.60% 96.67%
CHEMBL3401 O75469 Pregnane X receptor 81.34% 94.73%
CHEMBL4208 P20618 Proteasome component C5 80.54% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.30% 90.71%

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 melanoxylon
Diospyros montana
Drosera ramentacea

Cross-Links

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PubChem 633060
LOTUS LTS0122130
wikiData Q82122890