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[(2R,3S,4S,5R,6R)-6-[[(3R,5S,8R,9R,10R,12R,13R,14R,17R)-12-acetyloxy-17-hydroxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 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 08747436-b1b8-48df-bac2-2cd27b9cc7a8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3S,4S,5R,6R)-6-[[(3R,5S,8R,9R,10R,12R,13R,14R,17R)-12-acetyloxy-17-hydroxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H66O12/c1-21(41)48-20-24-29(43)30(44)31(45)33(50-24)51-27-12-14-36(7)25(34(27,3)4)11-15-37(8)26(36)19-23(49-22(2)42)32-38(37,9)17-18-40(32,47)39(10)16-13-28(52-39)35(5,6)46/h23-33,43-47H,11-20H2,1-10H3/t23-,24-,25-,26-,27-,28-,29-,30+,31-,32+,33+,36+,37-,38-,39+,40-/m1/s1
InChI Key PGQCELLZPXFKMZ-NMKFIHLRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H66O12
Molecular Weight 738.90 g/mol
Exact Mass 738.45542754 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.79
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-6-[[(3R,5S,8R,9R,10R,12R,13R,14R,17R)-12-acetyloxy-17-hydroxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7943 79.43%
Caco-2 - 0.8689 86.89%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8588 85.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8377 83.77%
OATP1B3 inhibitior + 0.9234 92.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8037 80.37%
BSEP inhibitior - 0.6498 64.98%
P-glycoprotein inhibitior + 0.7923 79.23%
P-glycoprotein substrate - 0.5909 59.09%
CYP3A4 substrate + 0.7471 74.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8916 89.16%
CYP3A4 inhibition - 0.8038 80.38%
CYP2C9 inhibition - 0.8670 86.70%
CYP2C19 inhibition - 0.9225 92.25%
CYP2D6 inhibition - 0.9588 95.88%
CYP1A2 inhibition - 0.9403 94.03%
CYP2C8 inhibition + 0.7101 71.01%
CYP inhibitory promiscuity - 0.9579 95.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6393 63.93%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9109 91.09%
Skin irritation - 0.6375 63.75%
Skin corrosion - 0.9357 93.57%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6753 67.53%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7956 79.56%
skin sensitisation - 0.9305 93.05%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7628 76.28%
Acute Oral Toxicity (c) I 0.7315 73.15%
Estrogen receptor binding + 0.6852 68.52%
Androgen receptor binding + 0.7200 72.00%
Thyroid receptor binding - 0.5970 59.70%
Glucocorticoid receptor binding + 0.7262 72.62%
Aromatase binding + 0.6884 68.84%
PPAR gamma + 0.7420 74.20%
Honey bee toxicity - 0.6430 64.30%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9635 96.35%

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 98.97% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.80% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.29% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.63% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.52% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.49% 96.61%
CHEMBL1914 P06276 Butyrylcholinesterase 91.94% 95.00%
CHEMBL5255 O00206 Toll-like receptor 4 90.32% 92.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 89.30% 82.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.96% 86.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 88.64% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 88.45% 95.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.25% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.03% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.88% 85.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.68% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.86% 82.69%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.51% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.27% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.11% 92.62%
CHEMBL5028 O14672 ADAM10 83.94% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.83% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.34% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 81.78% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.68% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.94% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.52% 100.00%

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.
Betula maximowicziana

Cross-Links

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PubChem 163057924
LOTUS LTS0013037
wikiData Q105208583