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[(2R,5R)-5-[(3R,3aS,5aR,5bR,7aR,9S,11aS,11bR,13aR,13bS)-5a,5b,8,8,9,11a,13b-heptamethyl-1,2,3,3a,4,5,7a,9,10,11,11b,13a-dodecahydrocyclopenta[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 fc5562c7-9594-4b0d-81eb-9583c9b00d07
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name [(2R,5R)-5-[(3R,3aS,5aR,5bR,7aR,9S,11aS,11bR,13aR,13bS)-5a,5b,8,8,9,11a,13b-heptamethyl-1,2,3,3a,4,5,7a,9,10,11,11b,13a-dodecahydrocyclopenta[a]chrysen-3-yl]-2-acetyloxyhexyl] acetate
SMILES (Canonical) CC1CCC2(C3C=CC4C5(CCC(C5CCC4(C3(C=CC2C1(C)C)C)C)C(C)CCC(COC(=O)C)OC(=O)C)C)C
SMILES (Isomeric) C[C@H]1CC[C@@]2([C@H]3C=C[C@@H]4[C@]5(CC[C@@H]([C@@H]5CC[C@]4([C@@]3(C=C[C@@H]2C1(C)C)C)C)[C@H](C)CC[C@H](COC(=O)C)OC(=O)C)C)C
InChI InChI=1S/C38H60O4/c1-24(11-12-28(42-27(4)40)23-41-26(3)39)29-16-20-35(7)30(29)17-21-37(9)32(35)13-14-33-36(8)19-15-25(2)34(5,6)31(36)18-22-38(33,37)10/h13-14,18,22,24-25,28-33H,11-12,15-17,19-21,23H2,1-10H3/t24-,25+,28-,29-,30+,31-,32-,33-,35+,36+,37-,38-/m1/s1
InChI Key YFXWGJQZBWQDHN-XHGXVKBWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H60O4
Molecular Weight 580.90 g/mol
Exact Mass 580.44916039 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 10.60
Atomic LogP (AlogP) 9.19
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,7aR,9S,11aS,11bR,13aR,13bS)-5a,5b,8,8,9,11a,13b-heptamethyl-1,2,3,3a,4,5,7a,9,10,11,11b,13a-dodecahydrocyclopenta[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 - 0.7735 77.35%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7903 79.03%
OATP2B1 inhibitior - 0.5782 57.82%
OATP1B1 inhibitior + 0.8527 85.27%
OATP1B3 inhibitior + 0.9205 92.05%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9727 97.27%
P-glycoprotein inhibitior + 0.8126 81.26%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7238 72.38%
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 - 0.5952 59.52%
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 - 0.9189 91.89%
Skin irritation - 0.7186 71.86%
Skin corrosion - 0.9821 98.21%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6870 68.70%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6344 63.44%
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 - 0.8156 81.56%
Acute Oral Toxicity (c) III 0.5393 53.93%
Estrogen receptor binding + 0.7281 72.81%
Androgen receptor binding + 0.7447 74.47%
Thyroid receptor binding + 0.5636 56.36%
Glucocorticoid receptor binding + 0.7138 71.38%
Aromatase binding + 0.7125 71.25%
PPAR gamma + 0.6734 67.34%
Honey bee toxicity - 0.6454 64.54%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5045 50.45%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.07% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.44% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.36% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 93.54% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 93.44% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.26% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.13% 98.95%
CHEMBL240 Q12809 HERG 92.45% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.34% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.19% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.30% 100.00%
CHEMBL3837 P07711 Cathepsin L 86.50% 96.61%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.20% 85.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.18% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.00% 89.05%
CHEMBL325 Q13547 Histone deacetylase 1 85.73% 95.92%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.60% 90.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.41% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.38% 91.19%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.57% 98.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.32% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.30% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.15% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.06% 95.89%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.60% 98.05%
CHEMBL5255 O00206 Toll-like receptor 4 80.36% 92.50%

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.
Gnetum africanum

Cross-Links

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PubChem 162891383
LOTUS LTS0120183
wikiData Q104667688