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[(5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[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 268eb51f-0c22-49bf-aca1-09dccf049dff
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] acetate
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(=O)C4(C)C)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(CCC(=O)C4(C)C)C)C)OC(=O)C)C)O)C
InChI InChI=1S/C32H52O4/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/h11,22-25,27,35H,10,12-19H2,1-9H3/t22-,23+,24-,25+,27-,29-,30+,31+,32-/m0/s1
InChI Key KVXMPQFKQBICKI-UQVKNAHLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H52O4
Molecular Weight 500.80 g/mol
Exact Mass 500.38656014 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 7.50
Atomic LogP (AlogP) 7.28
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[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 + 0.9942 99.42%
Caco-2 - 0.6038 60.38%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8734 87.34%
OATP2B1 inhibitior - 0.8617 86.17%
OATP1B1 inhibitior + 0.8177 81.77%
OATP1B3 inhibitior - 0.3484 34.84%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6782 67.82%
BSEP inhibitior + 0.9493 94.93%
P-glycoprotein inhibitior + 0.6809 68.09%
P-glycoprotein substrate - 0.7006 70.06%
CYP3A4 substrate + 0.6840 68.40%
CYP2C9 substrate - 0.8185 81.85%
CYP2D6 substrate - 0.8749 87.49%
CYP3A4 inhibition - 0.7583 75.83%
CYP2C9 inhibition - 0.8516 85.16%
CYP2C19 inhibition - 0.8944 89.44%
CYP2D6 inhibition - 0.9558 95.58%
CYP1A2 inhibition - 0.9332 93.32%
CYP2C8 inhibition + 0.5114 51.14%
CYP inhibitory promiscuity - 0.8458 84.58%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6971 69.71%
Eye corrosion - 0.9955 99.55%
Eye irritation - 0.9395 93.95%
Skin irritation + 0.6903 69.03%
Skin corrosion - 0.9626 96.26%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6714 67.14%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.7024 70.24%
skin sensitisation - 0.6769 67.69%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.4796 47.96%
Acute Oral Toxicity (c) III 0.6766 67.66%
Estrogen receptor binding + 0.8105 81.05%
Androgen receptor binding + 0.7078 70.78%
Thyroid receptor binding + 0.6689 66.89%
Glucocorticoid receptor binding + 0.8227 82.27%
Aromatase binding + 0.7712 77.12%
PPAR gamma + 0.6635 66.35%
Honey bee toxicity - 0.6685 66.85%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5400 54.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.79% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.19% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.68% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.23% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.71% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.06% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.50% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.93% 82.69%
CHEMBL1914 P06276 Butyrylcholinesterase 88.81% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.55% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.72% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.65% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.61% 95.89%
CHEMBL5028 O14672 ADAM10 83.42% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.12% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.01% 91.07%
CHEMBL2996 Q05655 Protein kinase C delta 82.61% 97.79%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.96% 94.23%
CHEMBL340 P08684 Cytochrome P450 3A4 80.90% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.75% 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.
Betula pendula subsp. mandshurica

Cross-Links

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PubChem 69612182
LOTUS LTS0100201
wikiData Q105146787