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methyl (3Z,3aS,5aR,6R,7R,9aR,9bS)-7-acetyloxy-3-[(7E)-6,10-dimethylundeca-3,5,7,9-tetraen-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalene-6-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 6f240759-edf7-4820-be3c-c83e061b9fe9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (3Z,3aS,5aR,6R,7R,9aR,9bS)-7-acetyloxy-3-[(7E)-6,10-dimethylundeca-3,5,7,9-tetraen-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalene-6-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H46O5/c1-21(2)12-10-13-22(3)14-11-15-23(4)29-25(35)20-27-31(6)19-17-28(38-24(5)34)33(8,30(36)37-9)26(31)16-18-32(27,29)7/h10-15,26-28H,16-20H2,1-9H3/b13-10+,15-11?,22-14?,29-23+/t26-,27+,28-,31+,32+,33-/m1/s1
InChI Key GRNXZFQSLPDVMF-GCOAAIDBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H46O5
Molecular Weight 522.70 g/mol
Exact Mass 522.33452456 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 8.30
Atomic LogP (AlogP) 7.24
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (3Z,3aS,5aR,6R,7R,9aR,9bS)-7-acetyloxy-3-[(7E)-6,10-dimethylundeca-3,5,7,9-tetraen-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalene-6-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 - 0.6878 68.78%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8037 80.37%
OATP2B1 inhibitior - 0.7127 71.27%
OATP1B1 inhibitior + 0.8243 82.43%
OATP1B3 inhibitior + 0.9150 91.50%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9874 98.74%
P-glycoprotein inhibitior + 0.9069 90.69%
P-glycoprotein substrate - 0.6240 62.40%
CYP3A4 substrate + 0.7188 71.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9127 91.27%
CYP3A4 inhibition - 0.7797 77.97%
CYP2C9 inhibition - 0.7797 77.97%
CYP2C19 inhibition - 0.8339 83.39%
CYP2D6 inhibition - 0.9702 97.02%
CYP1A2 inhibition - 0.8193 81.93%
CYP2C8 inhibition - 0.6189 61.89%
CYP inhibitory promiscuity - 0.8895 88.95%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9320 93.20%
Carcinogenicity (trinary) Non-required 0.5915 59.15%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9236 92.36%
Skin irritation - 0.5207 52.07%
Skin corrosion - 0.9646 96.46%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8863 88.63%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6279 62.79%
skin sensitisation - 0.7004 70.04%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4850 48.50%
Acute Oral Toxicity (c) I 0.3274 32.74%
Estrogen receptor binding + 0.8870 88.70%
Androgen receptor binding + 0.5549 55.49%
Thyroid receptor binding + 0.7282 72.82%
Glucocorticoid receptor binding + 0.8202 82.02%
Aromatase binding + 0.7161 71.61%
PPAR gamma + 0.7524 75.24%
Honey bee toxicity - 0.7126 71.26%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9969 99.69%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.62% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.41% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.58% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.19% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.91% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.27% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.93% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 86.71% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.22% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.73% 97.14%
CHEMBL5028 O14672 ADAM10 83.76% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.72% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.53% 91.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.83% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.29% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.98% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.95% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.86% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.49% 91.24%

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.
There are no matching plants.

Cross-Links

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PubChem 162862186
LOTUS LTS0127034
wikiData Q105016258