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

Details

Top
Internal ID e9e45168-9ef7-40da-8d4b-44572a68001d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=C)CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C)O)C)OC6C(C(C(C(O6)CO)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@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C42H72O14/c1-20(2)10-9-13-42(8,56-37-34(52)32(50)30(48)25(19-44)55-37)21-11-15-40(6)28(21)22(45)16-26-39(5)14-12-27(46)38(3,4)35(39)23(17-41(26,40)7)53-36-33(51)31(49)29(47)24(18-43)54-36/h21-37,43-52H,1,9-19H2,2-8H3/t21-,22+,23-,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36+,37-,39+,40+,41+,42-/m0/s1
InChI Key YJHFMTYWOUMCFA-HHNZYBFYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H72O14
Molecular Weight 801.00 g/mol
Exact Mass 800.49220697 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 1.12
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6672 66.72%
Caco-2 - 0.8757 87.57%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6775 67.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8340 83.40%
OATP1B3 inhibitior + 0.8181 81.81%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6489 64.89%
P-glycoprotein inhibitior + 0.7357 73.57%
P-glycoprotein substrate - 0.5934 59.34%
CYP3A4 substrate + 0.7259 72.59%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9292 92.92%
CYP2C9 inhibition - 0.8423 84.23%
CYP2C19 inhibition - 0.8753 87.53%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.6111 61.11%
CYP inhibitory promiscuity - 0.9433 94.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6676 66.76%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9082 90.82%
Skin irritation - 0.5726 57.26%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.7854 78.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7653 76.53%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.7463 74.63%
skin sensitisation - 0.8862 88.62%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6658 66.58%
Acute Oral Toxicity (c) I 0.5121 51.21%
Estrogen receptor binding + 0.6497 64.97%
Androgen receptor binding + 0.7386 73.86%
Thyroid receptor binding - 0.5428 54.28%
Glucocorticoid receptor binding + 0.5815 58.15%
Aromatase binding + 0.6530 65.30%
PPAR gamma + 0.7064 70.64%
Honey bee toxicity - 0.6149 61.49%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9570 95.70%

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 98.82% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.62% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.35% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.90% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 95.61% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.79% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.53% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 89.33% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.85% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.65% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.32% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.96% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.91% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.59% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.20% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.94% 95.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.16% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 83.14% 95.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.91% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 81.80% 91.49%
CHEMBL5255 O00206 Toll-like receptor 4 81.79% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.48% 97.14%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 80.51% 94.01%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.50% 95.89%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 80.34% 97.86%

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
Panax notoginseng

Cross-Links

Top
PubChem 162947301
LOTUS LTS0114714
wikiData Q105349260