(2S)-4-hydroxy-5,5-dimethyl-2-propan-2-yl-2,3-dihydrocyclopenta[b]naphthalene-1,6-dione

Details

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Internal ID 54581050-0782-4449-9ecc-66eef71239c9
Taxonomy Benzenoids > Indanes > Indanones
IUPAC Name (2S)-4-hydroxy-5,5-dimethyl-2-propan-2-yl-2,3-dihydrocyclopenta[b]naphthalene-1,6-dione
SMILES (Canonical) CC(C)C1CC2=C(C1=O)C=C3C=CC(=O)C(C3=C2O)(C)C
SMILES (Isomeric) CC(C)[C@@H]1CC2=C(C1=O)C=C3C=CC(=O)C(C3=C2O)(C)C
InChI InChI=1S/C18H20O3/c1-9(2)11-8-13-12(16(11)20)7-10-5-6-14(19)18(3,4)15(10)17(13)21/h5-7,9,11,21H,8H2,1-4H3/t11-/m0/s1
InChI Key DUWFJXFAVGOWSZ-NSHDSACASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H20O3
Molecular Weight 284.30 g/mol
Exact Mass 284.14124450 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.28
H-Bond Acceptor 3
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 (2S)-4-hydroxy-5,5-dimethyl-2-propan-2-yl-2,3-dihydrocyclopenta[b]naphthalene-1,6-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 + 0.6972 69.72%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8847 88.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9008 90.08%
OATP1B3 inhibitior + 0.9392 93.92%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.8494 84.94%
P-glycoprotein inhibitior - 0.9209 92.09%
P-glycoprotein substrate - 0.5278 52.78%
CYP3A4 substrate + 0.5698 56.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8586 85.86%
CYP3A4 inhibition - 0.7091 70.91%
CYP2C9 inhibition + 0.5479 54.79%
CYP2C19 inhibition - 0.6292 62.92%
CYP2D6 inhibition - 0.8659 86.59%
CYP1A2 inhibition + 0.7047 70.47%
CYP2C8 inhibition - 0.8474 84.74%
CYP inhibitory promiscuity - 0.5661 56.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8744 87.44%
Carcinogenicity (trinary) Non-required 0.5542 55.42%
Eye corrosion - 0.9814 98.14%
Eye irritation - 0.6226 62.26%
Skin irritation + 0.4920 49.20%
Skin corrosion - 0.8503 85.03%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6106 61.06%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation + 0.4761 47.61%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6722 67.22%
Acute Oral Toxicity (c) III 0.5819 58.19%
Estrogen receptor binding + 0.8520 85.20%
Androgen receptor binding + 0.5583 55.83%
Thyroid receptor binding + 0.5168 51.68%
Glucocorticoid receptor binding + 0.5700 57.00%
Aromatase binding - 0.5971 59.71%
PPAR gamma + 0.7171 71.71%
Honey bee toxicity - 0.8955 89.55%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9974 99.74%

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 97.89% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.52% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.46% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.20% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.95% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.04% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.97% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.78% 93.40%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.31% 97.25%
CHEMBL2535 P11166 Glucose transporter 86.22% 98.75%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.17% 85.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.18% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.67% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.17% 93.03%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.34% 99.15%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.90% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.61% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.54% 86.33%

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.
Amentotaxus formosana

Cross-Links

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PubChem 12040942
LOTUS LTS0223387
wikiData Q104667469