methyl (4aR,5S,6R,8aR)-5-[2-[(2S)-2-methoxy-5-oxo-2H-furan-4-yl]ethyl]-5,6,8a-trimethyl-4a,6,7,8-tetrahydronaphthalene-1-carboxylate

Details

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Internal ID 3d746692-3f18-4533-97ac-0528dc71ca3d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (4aR,5S,6R,8aR)-5-[2-[(2S)-2-methoxy-5-oxo-2H-furan-4-yl]ethyl]-5,6,8a-trimethyl-4a,6,7,8-tetrahydronaphthalene-1-carboxylate
SMILES (Canonical) CC1CCC2(C(C1(C)CCC3=CC(OC3=O)OC)C=CC=C2C(=O)OC)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CCC3=C[C@H](OC3=O)OC)C=CC=C2C(=O)OC)C
InChI InChI=1S/C22H30O5/c1-14-9-11-22(3)16(20(24)26-5)7-6-8-17(22)21(14,2)12-10-15-13-18(25-4)27-19(15)23/h6-8,13-14,17-18H,9-12H2,1-5H3/t14-,17-,18+,21+,22+/m1/s1
InChI Key HVIZCRZXNRVXKY-JPPGZHGXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H30O5
Molecular Weight 374.50 g/mol
Exact Mass 374.20932405 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 5.00
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4aR,5S,6R,8aR)-5-[2-[(2S)-2-methoxy-5-oxo-2H-furan-4-yl]ethyl]-5,6,8a-trimethyl-4a,6,7,8-tetrahydronaphthalene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9924 99.24%
Caco-2 + 0.7306 73.06%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6170 61.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8122 81.22%
OATP1B3 inhibitior + 0.9259 92.59%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.5803 58.03%
P-glycoprotein inhibitior + 0.7381 73.81%
P-glycoprotein substrate - 0.5856 58.56%
CYP3A4 substrate + 0.6800 68.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8839 88.39%
CYP3A4 inhibition - 0.7690 76.90%
CYP2C9 inhibition - 0.7940 79.40%
CYP2C19 inhibition - 0.8021 80.21%
CYP2D6 inhibition - 0.9454 94.54%
CYP1A2 inhibition - 0.5453 54.53%
CYP2C8 inhibition + 0.5813 58.13%
CYP inhibitory promiscuity - 0.6894 68.94%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5975 59.75%
Eye corrosion - 0.9776 97.76%
Eye irritation - 0.9489 94.89%
Skin irritation - 0.5989 59.89%
Skin corrosion - 0.9309 93.09%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7186 71.86%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.6095 60.95%
skin sensitisation - 0.7985 79.85%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5566 55.66%
Acute Oral Toxicity (c) III 0.5595 55.95%
Estrogen receptor binding + 0.8124 81.24%
Androgen receptor binding + 0.5239 52.39%
Thyroid receptor binding + 0.6992 69.92%
Glucocorticoid receptor binding + 0.6779 67.79%
Aromatase binding + 0.6943 69.43%
PPAR gamma + 0.6047 60.47%
Honey bee toxicity - 0.7443 74.43%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.47% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.06% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.81% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.86% 94.80%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.78% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.61% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.28% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.31% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.63% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.16% 91.07%
CHEMBL5028 O14672 ADAM10 83.13% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.77% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.88% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.78% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.41% 93.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.08% 92.62%

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.
Grangea maderaspatana

Cross-Links

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PubChem 162913643
LOTUS LTS0198225
wikiData Q105034289