5a-methyl-3,9-dimethylidene-3a,4,5,6,7,8,9a,9b-octahydro-1H-cyclopenta[a]naphthalen-2-one

Details

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Internal ID 5d5e7f01-946e-45a5-82b4-4ec651ada932
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
IUPAC Name 5a-methyl-3,9-dimethylidene-3a,4,5,6,7,8,9a,9b-octahydro-1H-cyclopenta[a]naphthalen-2-one
SMILES (Canonical) CC12CCCC(=C)C1C3CC(=O)C(=C)C3CC2
SMILES (Isomeric) CC12CCCC(=C)C1C3CC(=O)C(=C)C3CC2
InChI InChI=1S/C16H22O/c1-10-5-4-7-16(3)8-6-12-11(2)14(17)9-13(12)15(10)16/h12-13,15H,1-2,4-9H2,3H3
InChI Key OINFTKHXNVCYLH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H22O
Molecular Weight 230.34 g/mol
Exact Mass 230.167065321 g/mol
Topological Polar Surface Area (TPSA) 17.10 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.90
H-Bond Acceptor 1
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5a-methyl-3,9-dimethylidene-3a,4,5,6,7,8,9a,9b-octahydro-1H-cyclopenta[a]naphthalen-2-one

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 + 0.8539 85.39%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.7286 72.86%
Subcellular localzation Lysosomes 0.4196 41.96%
OATP2B1 inhibitior - 0.8525 85.25%
OATP1B1 inhibitior + 0.8238 82.38%
OATP1B3 inhibitior + 0.8733 87.33%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior - 0.9416 94.16%
P-glycoprotein inhibitior - 0.8916 89.16%
P-glycoprotein substrate - 0.9051 90.51%
CYP3A4 substrate + 0.5807 58.07%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8364 83.64%
CYP3A4 inhibition - 0.8174 81.74%
CYP2C9 inhibition - 0.8993 89.93%
CYP2C19 inhibition - 0.5403 54.03%
CYP2D6 inhibition - 0.9527 95.27%
CYP1A2 inhibition - 0.6499 64.99%
CYP2C8 inhibition - 0.7821 78.21%
CYP inhibitory promiscuity - 0.7691 76.91%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4304 43.04%
Eye corrosion - 0.9759 97.59%
Eye irritation + 0.6737 67.37%
Skin irritation + 0.5635 56.35%
Skin corrosion - 0.9671 96.71%
Ames mutagenesis - 0.8224 82.24%
Human Ether-a-go-go-Related Gene inhibition - 0.4824 48.24%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.6178 61.78%
skin sensitisation + 0.8208 82.08%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5539 55.39%
Acute Oral Toxicity (c) III 0.7341 73.41%
Estrogen receptor binding - 0.5903 59.03%
Androgen receptor binding + 0.6771 67.71%
Thyroid receptor binding - 0.7260 72.60%
Glucocorticoid receptor binding + 0.5689 56.89%
Aromatase binding - 0.7095 70.95%
PPAR gamma - 0.7633 76.33%
Honey bee toxicity - 0.7252 72.52%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9939 99.39%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.76% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.19% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.65% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.57% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 88.57% 94.75%
CHEMBL1902 P62942 FK506-binding protein 1A 87.25% 97.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.10% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.70% 100.00%
CHEMBL2581 P07339 Cathepsin D 85.84% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.06% 96.09%
CHEMBL237 P41145 Kappa opioid receptor 84.70% 98.10%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.38% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.08% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 82.05% 95.38%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.80% 93.99%
CHEMBL3012 Q13946 Phosphodiesterase 7A 80.36% 99.29%

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.
Aucklandia costus

Cross-Links

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PubChem 162902918
LOTUS LTS0184096
wikiData Q105192618