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[(3E,3aS,5aR,7R,9aR,9bS)-3-[(3E,5E,7R)-6,10-dimethyl-7-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyundeca-3,5,9-trien-2-ylidene]-3a,6,6,9a-tetramethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate

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 953cde71-b1da-498d-851b-f51e51c4bbcd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3E,3aS,5aR,7R,9aR,9bS)-3-[(3E,5E,7R)-6,10-dimethyl-7-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyundeca-3,5,9-trien-2-ylidene]-3a,6,6,9a-tetramethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H56O8/c1-21(2)13-14-27(45-34-33(42)32(41)26(40)20-43-34)22(3)11-10-12-23(4)31-25(39)19-29-36(8)18-16-30(44-24(5)38)35(6,7)28(36)15-17-37(29,31)9/h10-13,26-30,32-34,40-42H,14-20H2,1-9H3/b12-10+,22-11+,31-23-/t26-,27+,28-,29-,30+,32-,33-,34-,36-,37-/m0/s1
InChI Key DIFMBIWQHJHMSC-ULYFEXQQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H56O8
Molecular Weight 628.80 g/mol
Exact Mass 628.39751874 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.75
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3E,3aS,5aR,7R,9aR,9bS)-3-[(3E,5E,7R)-6,10-dimethyl-7-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyundeca-3,5,9-trien-2-ylidene]-3a,6,6,9a-tetramethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8753 87.53%
Caco-2 - 0.8154 81.54%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8526 85.26%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.7900 79.00%
OATP1B3 inhibitior + 0.8999 89.99%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6350 63.50%
BSEP inhibitior + 0.9490 94.90%
P-glycoprotein inhibitior + 0.7872 78.72%
P-glycoprotein substrate - 0.5198 51.98%
CYP3A4 substrate + 0.7334 73.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9006 90.06%
CYP3A4 inhibition - 0.8576 85.76%
CYP2C9 inhibition - 0.7689 76.89%
CYP2C19 inhibition - 0.8873 88.73%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.8410 84.10%
CYP2C8 inhibition + 0.5972 59.72%
CYP inhibitory promiscuity - 0.9284 92.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7132 71.32%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9239 92.39%
Skin irritation + 0.5328 53.28%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7488 74.88%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6905 69.05%
skin sensitisation - 0.8981 89.81%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8201 82.01%
Acute Oral Toxicity (c) III 0.4249 42.49%
Estrogen receptor binding + 0.7779 77.79%
Androgen receptor binding + 0.6188 61.88%
Thyroid receptor binding + 0.5577 55.77%
Glucocorticoid receptor binding + 0.7775 77.75%
Aromatase binding + 0.6738 67.38%
PPAR gamma + 0.6635 66.35%
Honey bee toxicity - 0.6424 64.24%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9846 98.46%

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 98.03% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.32% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.97% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.87% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.82% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.63% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.25% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.58% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.43% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.42% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 86.16% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.07% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.24% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.87% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.82% 96.77%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.76% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.96% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.93% 85.14%
CHEMBL255 P29275 Adenosine A2b receptor 82.87% 98.59%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.25% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.20% 91.07%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 81.53% 80.96%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.11% 86.33%
CHEMBL5028 O14672 ADAM10 80.81% 97.50%
CHEMBL226 P30542 Adenosine A1 receptor 80.58% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.55% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.33% 93.03%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.04% 92.94%

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 163186268
LOTUS LTS0015245
wikiData Q104981236