(1R,4R,5R,8S,9R,10R,12R)-9-[2-(furan-3-yl)ethyl]-5,9-dihydroxy-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one

Details

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Internal ID aee27b9a-8168-49ac-a71f-c37be9ddc02e
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name (1R,4R,5R,8S,9R,10R,12R)-9-[2-(furan-3-yl)ethyl]-5,9-dihydroxy-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one
SMILES (Canonical) CC1CC2C3C(C1(CCC4=COC=C4)O)(CCC(C3(C(=O)O2)C)O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]2[C@@H]3[C@@]([C@]1(CCC4=COC=C4)O)(CC[C@H]([C@@]3(C(=O)O2)C)O)C
InChI InChI=1S/C20H28O5/c1-12-10-14-16-18(2,7-5-15(21)19(16,3)17(22)25-14)20(12,23)8-4-13-6-9-24-11-13/h6,9,11-12,14-16,21,23H,4-5,7-8,10H2,1-3H3/t12-,14-,15-,16-,18+,19+,20-/m1/s1
InChI Key WNMUVXMXMDRHHN-KNOFJZCVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O5
Molecular Weight 348.40 g/mol
Exact Mass 348.19367399 g/mol
Topological Polar Surface Area (TPSA) 79.90 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.69
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R,5R,8S,9R,10R,12R)-9-[2-(furan-3-yl)ethyl]-5,9-dihydroxy-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9829 98.29%
Caco-2 + 0.7499 74.99%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7186 71.86%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7227 72.27%
OATP1B3 inhibitior + 0.8506 85.06%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.7879 78.79%
P-glycoprotein inhibitior - 0.7876 78.76%
P-glycoprotein substrate - 0.5502 55.02%
CYP3A4 substrate + 0.6671 66.71%
CYP2C9 substrate - 0.6108 61.08%
CYP2D6 substrate - 0.7697 76.97%
CYP3A4 inhibition - 0.5427 54.27%
CYP2C9 inhibition - 0.8890 88.90%
CYP2C19 inhibition - 0.9000 90.00%
CYP2D6 inhibition - 0.9650 96.50%
CYP1A2 inhibition - 0.8388 83.88%
CYP2C8 inhibition - 0.5577 55.77%
CYP inhibitory promiscuity - 0.9246 92.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5059 50.59%
Eye corrosion - 0.9955 99.55%
Eye irritation - 0.9830 98.30%
Skin irritation + 0.5533 55.33%
Skin corrosion - 0.9044 90.44%
Ames mutagenesis - 0.7140 71.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7146 71.46%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.6948 69.48%
skin sensitisation - 0.8931 89.31%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.5119 51.19%
Acute Oral Toxicity (c) I 0.4580 45.80%
Estrogen receptor binding + 0.8803 88.03%
Androgen receptor binding + 0.6621 66.21%
Thyroid receptor binding + 0.7053 70.53%
Glucocorticoid receptor binding + 0.8000 80.00%
Aromatase binding + 0.7346 73.46%
PPAR gamma - 0.5234 52.34%
Honey bee toxicity - 0.8010 80.10%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9861 98.61%

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 94.94% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.31% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.81% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 89.74% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.50% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.09% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.70% 91.11%
CHEMBL2581 P07339 Cathepsin D 86.23% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.83% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.63% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.16% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.65% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.01% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.65% 95.56%

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.
Marrubium thessalum

Cross-Links

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PubChem 162989334
LOTUS LTS0197587
wikiData Q105309171