1(2H)-Naphthalenone, 3,4-dihydro-4,5-dihydroxy-, (S)-

Details

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Internal ID 2160f693-f8da-47ef-ab13-f17e23d5bdcb
Taxonomy Benzenoids > Tetralins
IUPAC Name (4S)-4,5-dihydroxy-3,4-dihydro-2H-naphthalen-1-one
SMILES (Canonical) C1CC(=O)C2=C(C1O)C(=CC=C2)O
SMILES (Isomeric) C1CC(=O)C2=C([C@H]1O)C(=CC=C2)O
InChI InChI=1S/C10H10O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-3,9,12-13H,4-5H2/t9-/m0/s1
InChI Key RSPQGKRRFSZVPZ-VIFPVBQESA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C10H10O3
Molecular Weight 178.18 g/mol
Exact Mass 178.062994177 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.40
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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1(2H)-Naphthalenone, 3,4-dihydro-4,5-dihydroxy-, (S)-
RSPQGKRRFSZVPZ-VIFPVBQESA-N
4,5-Dihydroxy-3,4-dihydro-1(2H)-naphthalenone #

2D Structure

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2D Structure of 1(2H)-Naphthalenone, 3,4-dihydro-4,5-dihydroxy-, (S)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9928 99.28%
Caco-2 + 0.6329 63.29%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.7571 75.71%
Subcellular localzation Mitochondria 0.8027 80.27%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.9674 96.74%
OATP1B3 inhibitior + 0.9529 95.29%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9470 94.70%
P-glycoprotein inhibitior - 0.9868 98.68%
P-glycoprotein substrate - 0.9035 90.35%
CYP3A4 substrate - 0.5771 57.71%
CYP2C9 substrate - 0.5982 59.82%
CYP2D6 substrate - 0.7390 73.90%
CYP3A4 inhibition - 0.6768 67.68%
CYP2C9 inhibition - 0.5996 59.96%
CYP2C19 inhibition + 0.6345 63.45%
CYP2D6 inhibition - 0.7795 77.95%
CYP1A2 inhibition + 0.8706 87.06%
CYP2C8 inhibition - 0.9153 91.53%
CYP inhibitory promiscuity - 0.7431 74.31%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9011 90.11%
Carcinogenicity (trinary) Non-required 0.5201 52.01%
Eye corrosion - 0.9748 97.48%
Eye irritation + 0.9413 94.13%
Skin irritation + 0.6458 64.58%
Skin corrosion - 0.8462 84.62%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition - 0.7981 79.81%
Micronuclear - 0.7141 71.41%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation + 0.5298 52.98%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.4761 47.61%
Acute Oral Toxicity (c) III 0.7253 72.53%
Estrogen receptor binding - 0.8041 80.41%
Androgen receptor binding - 0.7740 77.40%
Thyroid receptor binding - 0.7212 72.12%
Glucocorticoid receptor binding - 0.7907 79.07%
Aromatase binding - 0.8806 88.06%
PPAR gamma + 0.6251 62.51%
Honey bee toxicity - 0.9142 91.42%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity - 0.3898 38.98%

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
CHEMBL2581 P07339 Cathepsin D 97.72% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 95.91% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.13% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 92.04% 93.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.20% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.09% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.72% 93.40%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.33% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 84.34% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.84% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.45% 97.09%
CHEMBL2535 P11166 Glucose transporter 82.82% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.80% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.66% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.21% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.16% 90.71%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.78% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.47% 99.15%

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.
Juglans regia
Juglans sigillata

Cross-Links

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PubChem 22217226
LOTUS LTS0123907
wikiData Q105244802