(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl]-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-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

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Internal ID c136c639-3e34-4549-ac4a-72063ac9d0e2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl]-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-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CC4(C(CC(C5C4(CCC5C(C)(CCC(C(=C)C)OO)O)C)O)C6(C3C(C(CC6)O)(C)C)C)C)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3C[C@@]4([C@H](C[C@H]([C@H]5[C@]4(CC[C@@H]5[C@](C)(CCC(C(=C)C)OO)O)C)O)[C@@]6([C@@H]3C([C@H](CC6)O)(C)C)C)C)CO)O)O)O)O)O
InChI InChI=1S/C42H72O15/c1-19(2)23(57-52)11-15-42(9,51)21-10-14-40(7)28(21)22(44)16-26-39(6)13-12-27(45)38(4,5)35(39)24(17-41(26,40)8)54-37-34(32(49)30(47)25(18-43)55-37)56-36-33(50)31(48)29(46)20(3)53-36/h20-37,43-52H,1,10-18H2,2-9H3/t20-,21-,22+,23?,24-,25+,26+,27-,28-,29-,30+,31+,32-,33+,34+,35-,36-,37+,39+,40+,41+,42-/m0/s1
InChI Key YDVZWJBDTALPRC-RZONFAIUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O15
Molecular Weight 817.00 g/mol
Exact Mass 816.48712159 g/mol
Topological Polar Surface Area (TPSA) 248.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.62
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl]-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-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 + 0.7254 72.54%
Caco-2 - 0.8798 87.98%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6442 64.42%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8404 84.04%
OATP1B3 inhibitior + 0.8704 87.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.7119 71.19%
P-glycoprotein inhibitior + 0.7591 75.91%
P-glycoprotein substrate + 0.5454 54.54%
CYP3A4 substrate + 0.7403 74.03%
CYP2C9 substrate - 0.7899 78.99%
CYP2D6 substrate - 0.8415 84.15%
CYP3A4 inhibition - 0.8774 87.74%
CYP2C9 inhibition - 0.7857 78.57%
CYP2C19 inhibition - 0.8376 83.76%
CYP2D6 inhibition - 0.9243 92.43%
CYP1A2 inhibition - 0.8262 82.62%
CYP2C8 inhibition + 0.6965 69.65%
CYP inhibitory promiscuity - 0.9084 90.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6508 65.08%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9061 90.61%
Skin irritation - 0.5862 58.62%
Skin corrosion - 0.9252 92.52%
Ames mutagenesis - 0.7215 72.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7116 71.16%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7254 72.54%
skin sensitisation - 0.8657 86.57%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8615 86.15%
Acute Oral Toxicity (c) III 0.4370 43.70%
Estrogen receptor binding + 0.6822 68.22%
Androgen receptor binding + 0.7403 74.03%
Thyroid receptor binding - 0.5914 59.14%
Glucocorticoid receptor binding + 0.6232 62.32%
Aromatase binding + 0.6702 67.02%
PPAR gamma + 0.7299 72.99%
Honey bee toxicity - 0.5286 52.86%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9711 97.11%

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 97.83% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.63% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 96.04% 95.00%
CHEMBL2996 Q05655 Protein kinase C delta 95.40% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.98% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.84% 97.36%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.83% 96.61%
CHEMBL1951 P21397 Monoamine oxidase A 91.77% 91.49%
CHEMBL226 P30542 Adenosine A1 receptor 91.70% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.54% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.46% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.85% 86.33%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.07% 95.58%
CHEMBL2581 P07339 Cathepsin D 88.97% 98.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.23% 100.00%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 87.04% 92.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.29% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 85.25% 94.75%
CHEMBL206 P03372 Estrogen receptor alpha 84.90% 97.64%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.86% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.78% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.77% 98.05%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.57% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.50% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.20% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.94% 97.14%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.62% 97.86%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.48% 93.56%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 81.30% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.15% 96.90%

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 quinquefolius

Cross-Links

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PubChem 23652021
NPASS NPC73608