[4-[2-(furan-3-yl)ethyl]-8-(hydroxymethyl)-4a,8-dimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-yl] acetate

Details

Top
Internal ID 7864d128-04a2-426d-b350-52bb89e385c3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [4-[2-(furan-3-yl)ethyl]-8-(hydroxymethyl)-4a,8-dimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(CCCC2(C(C1=C)CCC3=COC=C3)C)(C)CO
SMILES (Isomeric) CC(=O)OC1CC2C(CCCC2(C(C1=C)CCC3=COC=C3)C)(C)CO
InChI InChI=1S/C22H32O4/c1-15-18(7-6-17-8-11-25-13-17)22(4)10-5-9-21(3,14-23)20(22)12-19(15)26-16(2)24/h8,11,13,18-20,23H,1,5-7,9-10,12,14H2,2-4H3
InChI Key JUJWZGSOPFTUIW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H32O4
Molecular Weight 360.50 g/mol
Exact Mass 360.23005950 g/mol
Topological Polar Surface Area (TPSA) 59.70 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.53
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [4-[2-(furan-3-yl)ethyl]-8-(hydroxymethyl)-4a,8-dimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9901 99.01%
Caco-2 + 0.7336 73.36%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7508 75.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3509 35.09%
OATP1B3 inhibitior + 0.8163 81.63%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6794 67.94%
P-glycoprotein inhibitior + 0.5712 57.12%
P-glycoprotein substrate - 0.6570 65.70%
CYP3A4 substrate + 0.6779 67.79%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate - 0.8344 83.44%
CYP3A4 inhibition + 0.8140 81.40%
CYP2C9 inhibition - 0.5940 59.40%
CYP2C19 inhibition - 0.5404 54.04%
CYP2D6 inhibition - 0.9082 90.82%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.7028 70.28%
CYP inhibitory promiscuity - 0.5252 52.52%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6469 64.69%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9562 95.62%
Skin irritation - 0.5768 57.68%
Skin corrosion - 0.9557 95.57%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9255 92.55%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5716 57.16%
skin sensitisation - 0.8836 88.36%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6939 69.39%
Acute Oral Toxicity (c) III 0.6390 63.90%
Estrogen receptor binding + 0.7421 74.21%
Androgen receptor binding + 0.6556 65.56%
Thyroid receptor binding + 0.7029 70.29%
Glucocorticoid receptor binding + 0.7808 78.08%
Aromatase binding + 0.6899 68.99%
PPAR gamma + 0.5553 55.53%
Honey bee toxicity - 0.7660 76.60%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.90% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.82% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.19% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.05% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.87% 97.25%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.07% 95.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.02% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.40% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 87.07% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.15% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.37% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.27% 97.79%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.78% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.25% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.31% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.76% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.55% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.12% 94.00%

Plants that contains it

Top
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.
Austroeupatorium chaparense

Cross-Links

Top
PubChem 162889002
LOTUS LTS0016470
wikiData Q105135275