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[(2R,5R)-5-[(3R,3aS,5aR,5bR,7aS,11aR,11bR,13aR,13bS)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,7a,9,10,11,11b,12,13,13a-tetradecahydrocyclopenta[a]chrysen-3-yl]-2-acetyloxyhexyl] 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 c5e66994-849b-4fb6-927c-49e142d15d66
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name [(2R,5R)-5-[(3R,3aS,5aR,5bR,7aS,11aR,11bR,13aR,13bS)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,7a,9,10,11,11b,12,13,13a-tetradecahydrocyclopenta[a]chrysen-3-yl]-2-acetyloxyhexyl] acetate
SMILES (Canonical) CC(CCC(COC(=O)C)OC(=O)C)C1CCC2(C1CCC3(C2CCC4C3(C=CC5C4(CCCC5(C)C)C)C)C)C
SMILES (Isomeric) C[C@H](CC[C@H](COC(=O)C)OC(=O)C)[C@H]1CC[C@]2([C@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(C=C[C@@H]5[C@@]4(CCCC5(C)C)C)C)C)C
InChI InChI=1S/C37H60O4/c1-24(11-12-27(41-26(3)39)23-40-25(2)38)28-15-20-34(6)29(28)16-21-36(8)31(34)13-14-32-35(7)19-10-18-33(4,5)30(35)17-22-37(32,36)9/h17,22,24,27-32H,10-16,18-21,23H2,1-9H3/t24-,27-,28-,29+,30+,31-,32-,34+,35+,36-,37-/m1/s1
InChI Key VJYPUORTCYCAQJ-VGFBCBKESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H60O4
Molecular Weight 568.90 g/mol
Exact Mass 568.44916039 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 11.00
Atomic LogP (AlogP) 9.17
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,5R)-5-[(3R,3aS,5aR,5bR,7aS,11aR,11bR,13aR,13bS)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,7a,9,10,11,11b,12,13,13a-tetradecahydrocyclopenta[a]chrysen-3-yl]-2-acetyloxyhexyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9911 99.11%
Caco-2 - 0.7713 77.13%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7903 79.03%
OATP2B1 inhibitior - 0.5667 56.67%
OATP1B1 inhibitior + 0.8255 82.55%
OATP1B3 inhibitior + 0.9205 92.05%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9642 96.42%
P-glycoprotein inhibitior + 0.8068 80.68%
P-glycoprotein substrate - 0.5507 55.07%
CYP3A4 substrate + 0.7188 71.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8683 86.83%
CYP3A4 inhibition - 0.7440 74.40%
CYP2C9 inhibition - 0.7972 79.72%
CYP2C19 inhibition - 0.8110 81.10%
CYP2D6 inhibition - 0.9535 95.35%
CYP1A2 inhibition - 0.9217 92.17%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.6113 61.13%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.5800 58.00%
Eye corrosion - 0.9825 98.25%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.7186 71.86%
Skin corrosion - 0.9821 98.21%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6495 64.95%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7406 74.06%
skin sensitisation - 0.7040 70.40%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6286 62.86%
Mitochondrial toxicity - 0.6875 68.75%
Nephrotoxicity - 0.7610 76.10%
Acute Oral Toxicity (c) III 0.5393 53.93%
Estrogen receptor binding + 0.7027 70.27%
Androgen receptor binding + 0.7604 76.04%
Thyroid receptor binding - 0.4949 49.49%
Glucocorticoid receptor binding + 0.6856 68.56%
Aromatase binding + 0.7323 73.23%
PPAR gamma + 0.6271 62.71%
Honey bee toxicity - 0.6932 69.32%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5755 57.55%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.13% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.43% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.35% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.72% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.87% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 93.44% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.27% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.04% 90.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.85% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.92% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.20% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.72% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.56% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.52% 93.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.25% 85.31%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 84.17% 92.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.22% 95.71%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.91% 94.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.76% 97.29%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.63% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.38% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.37% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.22% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.54% 96.77%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.37% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.34% 89.67%
CHEMBL325 Q13547 Histone deacetylase 1 80.80% 95.92%
CHEMBL340 P08684 Cytochrome P450 3A4 80.79% 91.19%
CHEMBL1951 P21397 Monoamine oxidase A 80.48% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.25% 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.
There are no matching plants.

Cross-Links

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PubChem 15699794
LOTUS LTS0030584
wikiData Q105287601