(2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2R)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-6-en-2-yl]oxyoxane-3,4,5-triol

Details

Top
Internal ID cf2068ee-b52c-415c-b7af-bb793739aa92
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2R)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-6-en-2-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC(=C)CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)OC5C(C(C(C(O5)COC6C(C(C(O6)CO)O)O)O)O)O
SMILES (Isomeric) CC(=C)CCC[C@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H](O6)CO)O)O)O)O)O
InChI InChI=1S/C41H70O13/c1-20(2)10-9-13-41(8,54-36-33(50)31(48)30(47)25(53-36)19-51-35-32(49)29(46)24(18-42)52-35)21-11-15-39(6)28(21)22(43)16-26-38(5)14-12-27(45)37(3,4)34(38)23(44)17-40(26,39)7/h21-36,42-50H,1,9-19H2,2-8H3/t21-,22+,23-,24-,25+,26+,27-,28-,29-,30+,31-,32+,33+,34-,35+,36-,38+,39+,40+,41+/m0/s1
InChI Key CQYRBPLLGAXIBN-MGWAXNKMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C41H70O13
Molecular Weight 771.00 g/mol
Exact Mass 770.48164228 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.76
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2R)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-6-en-2-yl]oxyoxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7184 71.84%
Caco-2 - 0.8837 88.37%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7067 70.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8320 83.20%
OATP1B3 inhibitior + 0.8777 87.77%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7556 75.56%
P-glycoprotein substrate - 0.5245 52.45%
CYP3A4 substrate + 0.7273 72.73%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8964 89.64%
CYP2C9 inhibition - 0.8432 84.32%
CYP2C19 inhibition - 0.8748 87.48%
CYP2D6 inhibition - 0.9276 92.76%
CYP1A2 inhibition - 0.8879 88.79%
CYP2C8 inhibition + 0.6479 64.79%
CYP inhibitory promiscuity - 0.9225 92.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5992 59.92%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9124 91.24%
Skin irritation - 0.5511 55.11%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.8154 81.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7763 77.63%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.6875 68.75%
skin sensitisation - 0.8865 88.65%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6272 62.72%
Acute Oral Toxicity (c) I 0.6018 60.18%
Estrogen receptor binding + 0.6990 69.90%
Androgen receptor binding + 0.7391 73.91%
Thyroid receptor binding - 0.5645 56.45%
Glucocorticoid receptor binding + 0.5906 59.06%
Aromatase binding + 0.6865 68.65%
PPAR gamma + 0.7102 71.02%
Honey bee toxicity - 0.6212 62.12%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9641 96.41%

Targets

Top

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 98.98% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.89% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.94% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.81% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.59% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 96.21% 97.79%
CHEMBL226 P30542 Adenosine A1 receptor 95.06% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.63% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.23% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.43% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.34% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.22% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.64% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.81% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.51% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.90% 92.94%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 85.82% 92.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.96% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.41% 100.00%
CHEMBL1871 P10275 Androgen Receptor 83.40% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.38% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.26% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.94% 89.05%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.82% 96.90%
CHEMBL259 P32245 Melanocortin receptor 4 81.54% 95.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.38% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.23% 89.00%

Plants that contains it

Top
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.
Panax ginseng

Cross-Links

Top
PubChem 162879430
LOTUS LTS0101759
wikiData Q104968377