[2-Acetyloxy-5-[2-(furan-3-yl)ethyl]-5,7-dihydroxy-1,4a,6-trimethyl-8-oxo-2,3,4,6,7,8a-hexahydronaphthalen-1-yl]methyl acetate

Details

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Internal ID 509e4070-ae74-493b-b385-02fc6deb9e48
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [2-acetyloxy-5-[2-(furan-3-yl)ethyl]-5,7-dihydroxy-1,4a,6-trimethyl-8-oxo-2,3,4,6,7,8a-hexahydronaphthalen-1-yl]methyl acetate
SMILES (Canonical) CC1C(C(=O)C2C(C1(CCC3=COC=C3)O)(CCC(C2(C)COC(=O)C)OC(=O)C)C)O
SMILES (Isomeric) CC1C(C(=O)C2C(C1(CCC3=COC=C3)O)(CCC(C2(C)COC(=O)C)OC(=O)C)C)O
InChI InChI=1S/C24H34O8/c1-14-19(27)20(28)21-22(4,13-31-15(2)25)18(32-16(3)26)7-9-23(21,5)24(14,29)10-6-17-8-11-30-12-17/h8,11-12,14,18-19,21,27,29H,6-7,9-10,13H2,1-5H3
InChI Key VFYUZISFLCBSKZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H34O8
Molecular Weight 450.50 g/mol
Exact Mass 450.22536804 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.44
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-Acetyloxy-5-[2-(furan-3-yl)ethyl]-5,7-dihydroxy-1,4a,6-trimethyl-8-oxo-2,3,4,6,7,8a-hexahydronaphthalen-1-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9411 94.11%
Caco-2 - 0.6022 60.22%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7700 77.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3727 37.27%
OATP1B3 inhibitior + 0.9375 93.75%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7407 74.07%
BSEP inhibitior + 0.9499 94.99%
P-glycoprotein inhibitior + 0.6842 68.42%
P-glycoprotein substrate - 0.5894 58.94%
CYP3A4 substrate + 0.6849 68.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8169 81.69%
CYP3A4 inhibition - 0.5375 53.75%
CYP2C9 inhibition - 0.7754 77.54%
CYP2C19 inhibition - 0.8379 83.79%
CYP2D6 inhibition - 0.9581 95.81%
CYP1A2 inhibition - 0.8249 82.49%
CYP2C8 inhibition + 0.6167 61.67%
CYP inhibitory promiscuity - 0.8651 86.51%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6498 64.98%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.8942 89.42%
Skin irritation - 0.5863 58.63%
Skin corrosion - 0.9460 94.60%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8070 80.70%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.5273 52.73%
skin sensitisation - 0.9444 94.44%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6344 63.44%
Acute Oral Toxicity (c) I 0.4063 40.63%
Estrogen receptor binding + 0.8736 87.36%
Androgen receptor binding + 0.7082 70.82%
Thyroid receptor binding + 0.5519 55.19%
Glucocorticoid receptor binding + 0.7629 76.29%
Aromatase binding + 0.6472 64.72%
PPAR gamma + 0.5737 57.37%
Honey bee toxicity - 0.7888 78.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9864 98.64%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.46% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.07% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.84% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 94.46% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.13% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.20% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.23% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.52% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.23% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.07% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.56% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.01% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.91% 97.28%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.34% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.06% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.72% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.23% 100.00%

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.
Leonurus sibiricus

Cross-Links

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PubChem 162949108
LOTUS LTS0042283
wikiData Q105285660