PlantaeDB Logo
Login Sign-up

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

Top
Internal ID 5f20ce24-1ac4-461c-85c6-65eb8dd66afa
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(10R,12S,13R,14R,17S)-12-hydroxy-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1(C(CC3C2CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)C)O)C
SMILES (Isomeric) CC(=CCC[C@](C)([C@H]1CC[C@]2([C@@]1([C@H](CC3C2CCC4[C@@]3(CCC(C4(C)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]([C@H](O6)CO)O)O)O)C)O)C)C)O)C
InChI InChI=1S/C42H72O13/c1-21(2)10-9-15-41(7,51)27-13-17-40(6)22-11-12-26-38(3,4)29(14-16-39(26,5)23(22)18-28(45)42(27,40)8)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22?,23?,24-,25-,26?,27-,28+,29?,30-,31-,32+,33+,34-,35-,36+,37+,39-,40-,41-,42+/m1/s1
InChI Key VOWJAFYNABYJKY-LXEHJHAYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H72O13
Molecular Weight 785.00 g/mol
Exact Mass 784.49729235 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

Top
(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(10R,12S,13R,14R,17S)-12-hydroxy-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
UNII-U9LS0C9SWP
20(R)-Ginsenodie Rg3
DTXSID40959184
12,20-Dihydroxylanost-24-en-3-yl 2-O-hexopyranosylhexopyranoside

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(10R,12S,13R,14R,17S)-12-hydroxy-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-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 + 0.6877 68.77%
Caco-2 - 0.8806 88.06%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8269 82.69%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.5602 56.02%
P-glycoprotein inhibitior + 0.7888 78.88%
P-glycoprotein substrate - 0.7367 73.67%
CYP3A4 substrate + 0.7311 73.11%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
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 + 0.6391 63.91%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8374 83.74%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7229 72.29%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8553 85.53%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7447 74.47%
Androgen receptor binding + 0.7441 74.41%
Thyroid receptor binding - 0.5855 58.55%
Glucocorticoid receptor binding + 0.6172 61.72%
Aromatase binding + 0.6729 67.29%
PPAR gamma + 0.7305 73.05%
Honey bee toxicity - 0.5670 56.70%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9172 91.72%

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 97.54% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.64% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.56% 97.09%
CHEMBL206 P03372 Estrogen receptor alpha 93.09% 97.64%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.17% 95.58%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.11% 95.89%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 89.80% 97.47%
CHEMBL1937 Q92769 Histone deacetylase 2 88.96% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 88.84% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.96% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 87.95% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.90% 96.61%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.55% 96.21%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.20% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.96% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.87% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.33% 97.36%
CHEMBL1977 P11473 Vitamin D receptor 86.09% 99.43%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.06% 96.09%
CHEMBL233 P35372 Mu opioid receptor 85.42% 97.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.14% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.87% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.27% 95.71%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 84.09% 97.86%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.07% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.05% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.34% 92.62%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.80% 92.86%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.50% 91.24%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 82.09% 98.99%
CHEMBL237 P41145 Kappa opioid receptor 82.05% 98.10%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.39% 96.38%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.31% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 80.81% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.39% 99.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.38% 82.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.36% 91.03%

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 japonicus
Panax notoginseng
Panax quinquefolius

Cross-Links

Top
PubChem 181573
NPASS NPC283283