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[(3R,5R,8R,9R,10R,12R,13R,14R,17S)-3-hydroxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-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 ab803657-d442-4e5a-88e2-9843fa3d8c36
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(3R,5R,8R,9R,10R,12R,13R,14R,17S)-3-hydroxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-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(=O)OC1CC2C3(CCC(C(C3CCC2(C4(C1C(CC4)C5(CCC(O5)C(C)(C)O)C)C)C)(C)C)O)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@]3(CC[C@H](C([C@@H]3CC[C@]2([C@]4([C@H]1[C@H](CC4)[C@@]5(CC[C@@H](O5)C(C)(C)O)C)C)C)(C)C)O)C
InChI InChI=1S/C32H54O5/c1-19(33)36-21-18-23-29(6)14-12-24(34)27(2,3)22(29)11-16-30(23,7)31(8)15-10-20(26(21)31)32(9)17-13-25(37-32)28(4,5)35/h20-26,34-35H,10-18H2,1-9H3/t20-,21+,22-,23+,24+,25+,26-,29-,30+,31+,32-/m0/s1
InChI Key YJMRWBFGYRRLNZ-SYURTPLQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H54O5
Molecular Weight 518.80 g/mol
Exact Mass 518.39712482 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.28
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

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,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-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 + 0.9857 98.57%
Caco-2 - 0.6426 64.26%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8199 81.99%
OATP2B1 inhibitior - 0.5718 57.18%
OATP1B1 inhibitior + 0.8915 89.15%
OATP1B3 inhibitior + 0.8589 85.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior - 0.4549 45.49%
P-glycoprotein inhibitior - 0.4338 43.38%
P-glycoprotein substrate - 0.7212 72.12%
CYP3A4 substrate + 0.7506 75.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8475 84.75%
CYP3A4 inhibition - 0.5295 52.95%
CYP2C9 inhibition - 0.7945 79.45%
CYP2C19 inhibition - 0.7594 75.94%
CYP2D6 inhibition - 0.9509 95.09%
CYP1A2 inhibition - 0.7966 79.66%
CYP2C8 inhibition + 0.5367 53.67%
CYP inhibitory promiscuity - 0.9048 90.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6129 61.29%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9297 92.97%
Skin irritation - 0.5221 52.21%
Skin corrosion - 0.9180 91.80%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6438 64.38%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8635 86.35%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6910 69.10%
Acute Oral Toxicity (c) III 0.4271 42.71%
Estrogen receptor binding + 0.6454 64.54%
Androgen receptor binding + 0.7025 70.25%
Thyroid receptor binding + 0.6088 60.88%
Glucocorticoid receptor binding + 0.7468 74.68%
Aromatase binding + 0.7402 74.02%
PPAR gamma + 0.6355 63.55%
Honey bee toxicity - 0.6307 63.07%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9816 98.16%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.72% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.72% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.47% 97.25%
CHEMBL4302 P08183 P-glycoprotein 1 92.03% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.02% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.83% 96.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.96% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 89.54% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.61% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.36% 89.05%
CHEMBL259 P32245 Melanocortin receptor 4 87.71% 95.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.26% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.87% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 86.83% 97.79%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.61% 97.21%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 86.40% 88.84%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.20% 86.33%
CHEMBL204 P00734 Thrombin 84.80% 96.01%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.11% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.74% 95.89%
CHEMBL5028 O14672 ADAM10 83.34% 97.50%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.32% 85.30%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.16% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.11% 95.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.10% 97.28%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.65% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.19% 95.89%

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 nana
Betula pendula subsp. mandshurica

Cross-Links

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PubChem 44421640
LOTUS LTS0047070
wikiData Q105349363