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[(2R,3R,3aS,5aR,5bR,7S,7aS,11aR,11bR,13aR,13bS)-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-2-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 7cebd84d-06d5-4594-b353-fddce276bf97
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name [(2R,3R,3aS,5aR,5bR,7S,7aS,11aR,11bR,13aR,13bS)-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-2-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C(C1C(C)(C)O)CCC3(C2CCC4C3(CC(C5C4(CCCC5(C)C)C)O)C)C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@]2([C@H]([C@H]1C(C)(C)O)CC[C@@]3([C@@H]2CC[C@H]4[C@]3(C[C@@H]([C@@H]5[C@@]4(CCCC5(C)C)C)O)C)C)C
InChI InChI=1S/C32H54O4/c1-19(33)36-22-18-30(7)20(25(22)28(4,5)35)13-16-31(8)24(30)12-11-23-29(6)15-10-14-27(2,3)26(29)21(34)17-32(23,31)9/h20-26,34-35H,10-18H2,1-9H3/t20-,21-,22+,23+,24+,25+,26-,29+,30-,31+,32+/m0/s1
InChI Key YMCJSRMATJHYQF-WNESTMEESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H54O4
Molecular Weight 502.80 g/mol
Exact Mass 502.40221020 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 8.00
Atomic LogP (AlogP) 6.76
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,3aS,5aR,5bR,7S,7aS,11aR,11bR,13aR,13bS)-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-2-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 + 0.9862 98.62%
Caco-2 - 0.6476 64.76%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7497 74.97%
OATP2B1 inhibitior - 0.5732 57.32%
OATP1B1 inhibitior + 0.8608 86.08%
OATP1B3 inhibitior + 0.8955 89.55%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6730 67.30%
P-glycoprotein inhibitior - 0.5337 53.37%
P-glycoprotein substrate - 0.7537 75.37%
CYP3A4 substrate + 0.7176 71.76%
CYP2C9 substrate - 0.8254 82.54%
CYP2D6 substrate - 0.8496 84.96%
CYP3A4 inhibition - 0.8700 87.00%
CYP2C9 inhibition - 0.8139 81.39%
CYP2C19 inhibition - 0.8728 87.28%
CYP2D6 inhibition - 0.9719 97.19%
CYP1A2 inhibition - 0.6943 69.43%
CYP2C8 inhibition + 0.5376 53.76%
CYP inhibitory promiscuity - 0.9590 95.90%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6579 65.79%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9217 92.17%
Skin irritation + 0.6983 69.83%
Skin corrosion - 0.9347 93.47%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4491 44.91%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.7983 79.83%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7894 78.94%
Acute Oral Toxicity (c) I 0.6044 60.44%
Estrogen receptor binding + 0.6934 69.34%
Androgen receptor binding + 0.7214 72.14%
Thyroid receptor binding + 0.5851 58.51%
Glucocorticoid receptor binding + 0.7513 75.13%
Aromatase binding + 0.7471 74.71%
PPAR gamma + 0.5697 56.97%
Honey bee toxicity - 0.6651 66.51%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9862 98.62%

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 98.43% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.23% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.18% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.66% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.81% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.03% 82.69%
CHEMBL1914 P06276 Butyrylcholinesterase 89.22% 95.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.72% 93.04%
CHEMBL259 P32245 Melanocortin receptor 4 88.45% 95.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.25% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.05% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.17% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.94% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.89% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.12% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.04% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.86% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.84% 94.08%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.28% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.77% 95.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.80% 94.62%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.36% 82.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.16% 96.61%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.19% 89.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.11% 93.00%

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 162888948
LOTUS LTS0272355
wikiData Q105350459