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(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,12-dihydroxy-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]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

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 c408d05d-4462-42ec-a746-61e4329b95ae
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,12-dihydroxy-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]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(CO6)O)O)O)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)COC9C(C(C(CO9)O)O)O)O)O)O)O)O)O)C
SMILES (Isomeric) CC(=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@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O)O)O)O)O)C
InChI InChI=1S/C58H98O27/c1-23(2)10-9-13-58(8,85-52-46(75)41(70)39(68)31(83-52)22-79-50-45(74)40(69)38(67)30(82-50)21-78-49-43(72)35(64)26(61)19-76-49)24-11-15-56(6)34(24)25(60)16-32-55(5)14-12-33(63)54(3,4)48(55)28(17-57(32,56)7)80-53-47(42(71)37(66)29(18-59)81-53)84-51-44(73)36(65)27(62)20-77-51/h10,24-53,59-75H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28-,29+,30+,31+,32+,33-,34-,35-,36-,37+,38+,39+,40-,41-,42-,43+,44+,45+,46+,47+,48-,49-,50+,51-,52-,53+,55+,56+,57+,58-/m0/s1
InChI Key XEEFSHTUESCNEP-ICNXTIMXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C58H98O27
Molecular Weight 1227.40 g/mol
Exact Mass 1226.62954785 g/mol
Topological Polar Surface Area (TPSA) 436.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -4.13
H-Bond Acceptor 27
H-Bond Donor 17
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,12-dihydroxy-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]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6877 68.77%
Caco-2 - 0.9014 90.14%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8283 82.83%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8469 84.69%
P-glycoprotein inhibitior + 0.7480 74.80%
P-glycoprotein substrate + 0.5431 54.31%
CYP3A4 substrate + 0.7415 74.15%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.8671 86.71%
CYP2C19 inhibition - 0.9036 90.36%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9057 90.57%
CYP2C8 inhibition + 0.7309 73.09%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8999 89.99%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8192 81.92%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.8250 82.50%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7745 77.45%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.8045 80.45%
Androgen receptor binding + 0.7468 74.68%
Thyroid receptor binding + 0.5883 58.83%
Glucocorticoid receptor binding + 0.7664 76.64%
Aromatase binding + 0.6472 64.72%
PPAR gamma + 0.8142 81.42%
Honey bee toxicity - 0.5604 56.04%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9172 91.72%

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 98.96% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.38% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 97.57% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.69% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 94.99% 95.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.41% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.97% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.72% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.40% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.15% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.09% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.78% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.72% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.84% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.08% 97.36%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.63% 96.90%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.78% 95.58%
CHEMBL259 P32245 Melanocortin receptor 4 84.08% 95.38%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.89% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 83.55% 99.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.15% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.84% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.44% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.34% 95.83%
CHEMBL2996 Q05655 Protein kinase C delta 82.33% 97.79%
CHEMBL1871 P10275 Androgen Receptor 81.71% 96.43%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 81.50% 92.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.37% 96.77%

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.
Panax ginseng
Panax japonicus
Panax notoginseng

Cross-Links

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PubChem 44592854
NPASS NPC6931
LOTUS LTS0135643
wikiData Q105326304