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[(3R,5R,8R,9R,10R,12R,13R,14R,17S)-3-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-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 85a3e774-65c2-4752-98a6-35d19610ee08
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3R,5R,8R,9R,10R,12R,13R,14R,17S)-3-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)OC(=O)C)C)O)C
SMILES (Isomeric) CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)O)C)C)OC(=O)C)C)O)C
InChI InChI=1S/C32H54O4/c1-20(2)11-10-15-32(9,35)22-12-17-31(8)27(22)23(36-21(3)33)19-25-29(6)16-14-26(34)28(4,5)24(29)13-18-30(25,31)7/h11,22-27,34-35H,10,12-19H2,1-9H3/t22-,23+,24-,25+,26+,27-,29-,30+,31+,32-/m0/s1
InChI Key LKRKFHZNHGXEGW-BSIRHWNGSA-N
Popularity 0 references 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 7.80
Atomic LogP (AlogP) 7.07
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,5R,8R,9R,10R,12R,13R,14R,17S)-3-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-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 + 0.9943 99.43%
Caco-2 - 0.5708 57.08%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8370 83.70%
OATP2B1 inhibitior - 0.7172 71.72%
OATP1B1 inhibitior + 0.8501 85.01%
OATP1B3 inhibitior - 0.3790 37.90%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8823 88.23%
P-glycoprotein inhibitior + 0.6154 61.54%
P-glycoprotein substrate - 0.8020 80.20%
CYP3A4 substrate + 0.7068 70.68%
CYP2C9 substrate - 0.8108 81.08%
CYP2D6 substrate - 0.8629 86.29%
CYP3A4 inhibition - 0.7860 78.60%
CYP2C9 inhibition - 0.8680 86.80%
CYP2C19 inhibition - 0.9078 90.78%
CYP2D6 inhibition - 0.9522 95.22%
CYP1A2 inhibition - 0.9191 91.91%
CYP2C8 inhibition + 0.4501 45.01%
CYP inhibitory promiscuity - 0.7591 75.91%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6861 68.61%
Eye corrosion - 0.9961 99.61%
Eye irritation - 0.9414 94.14%
Skin irritation + 0.6813 68.13%
Skin corrosion - 0.9683 96.83%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6930 69.30%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6773 67.73%
skin sensitisation - 0.6387 63.87%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6768 67.68%
Acute Oral Toxicity (c) III 0.4616 46.16%
Estrogen receptor binding + 0.7456 74.56%
Androgen receptor binding + 0.6954 69.54%
Thyroid receptor binding + 0.6556 65.56%
Glucocorticoid receptor binding + 0.7589 75.89%
Aromatase binding + 0.7533 75.33%
PPAR gamma + 0.7030 70.30%
Honey bee toxicity - 0.6026 60.26%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9970 99.70%

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 94.59% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.35% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.12% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.08% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.64% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.80% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.63% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.01% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.65% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.55% 96.95%
CHEMBL2996 Q05655 Protein kinase C delta 85.25% 97.79%
CHEMBL2581 P07339 Cathepsin D 84.67% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 84.55% 91.19%
CHEMBL5028 O14672 ADAM10 84.05% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.42% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.25% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.88% 92.94%
CHEMBL1914 P06276 Butyrylcholinesterase 81.78% 95.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.39% 90.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.28% 94.33%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.04% 94.23%
CHEMBL221 P23219 Cyclooxygenase-1 80.50% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.00% 94.62%

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.
Betula pendula subsp. mandshurica

Cross-Links

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PubChem 163014751
LOTUS LTS0141418
wikiData Q105153235