(3S,4aS,8aS)-5,8a-dimethyl-3-prop-1-en-2-yl-1,3,4,4a,7,8-hexahydronaphthalen-2-one

Details

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Internal ID eb65acc0-2b48-4842-a802-78a8e11fe60d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name (3S,4aS,8aS)-5,8a-dimethyl-3-prop-1-en-2-yl-1,3,4,4a,7,8-hexahydronaphthalen-2-one
SMILES (Canonical) CC1=CCCC2(C1CC(C(=O)C2)C(=C)C)C
SMILES (Isomeric) CC1=CCC[C@@]2([C@@H]1C[C@H](C(=O)C2)C(=C)C)C
InChI InChI=1S/C15H22O/c1-10(2)12-8-13-11(3)6-5-7-15(13,4)9-14(12)16/h6,12-13H,1,5,7-9H2,2-4H3/t12-,13+,15-/m0/s1
InChI Key YBACAHADKJZXPH-GUTXKFCHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H22O
Molecular Weight 218.33 g/mol
Exact Mass 218.167065321 g/mol
Topological Polar Surface Area (TPSA) 17.10 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.90
H-Bond Acceptor 1
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4aS,8aS)-5,8a-dimethyl-3-prop-1-en-2-yl-1,3,4,4a,7,8-hexahydronaphthalen-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 + 0.9971 99.71%
Caco-2 + 0.8534 85.34%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.4409 44.09%
OATP2B1 inhibitior - 0.8500 85.00%
OATP1B1 inhibitior + 0.9340 93.40%
OATP1B3 inhibitior + 0.8250 82.50%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.7715 77.15%
P-glycoprotein inhibitior - 0.9539 95.39%
P-glycoprotein substrate - 0.8496 84.96%
CYP3A4 substrate + 0.5557 55.57%
CYP2C9 substrate - 0.8039 80.39%
CYP2D6 substrate - 0.7758 77.58%
CYP3A4 inhibition - 0.7280 72.80%
CYP2C9 inhibition - 0.8583 85.83%
CYP2C19 inhibition - 0.6154 61.54%
CYP2D6 inhibition - 0.9578 95.78%
CYP1A2 inhibition - 0.7452 74.52%
CYP2C8 inhibition - 0.8887 88.87%
CYP inhibitory promiscuity - 0.8420 84.20%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4825 48.25%
Eye corrosion - 0.9780 97.80%
Eye irritation + 0.5319 53.19%
Skin irritation + 0.6100 61.00%
Skin corrosion - 0.9732 97.32%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5345 53.45%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.5445 54.45%
skin sensitisation + 0.8188 81.88%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.6245 62.45%
Acute Oral Toxicity (c) III 0.8106 81.06%
Estrogen receptor binding - 0.8626 86.26%
Androgen receptor binding - 0.6081 60.81%
Thyroid receptor binding - 0.7387 73.87%
Glucocorticoid receptor binding - 0.6535 65.35%
Aromatase binding - 0.7556 75.56%
PPAR gamma - 0.6803 68.03%
Honey bee toxicity - 0.8352 83.52%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity - 0.6000 60.00%
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 97.36% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.28% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 90.87% 91.49%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.53% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.92% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.25% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.19% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.82% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.52% 89.00%
CHEMBL4208 P20618 Proteasome component C5 81.51% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.29% 100.00%
CHEMBL2581 P07339 Cathepsin D 80.64% 98.95%

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.
Saccobasis polita

Cross-Links

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PubChem 21576503
LOTUS LTS0186235
wikiData Q105345736