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(2S,3R,4R,5R,6S)-2-[(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-[[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-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

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 19ac4155-d9ad-41a6-8192-dbcced19e06c
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)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-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)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)O)O)O)C)O)C8(C3C(C(CC8)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)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@H]([C@H]([C@H](CO7)O)O)O)O)O)O)C)O)[C@@]8([C@@H]3C([C@H](CC8)O)(C)C)C)C)CO)O)O)O)O)O
InChI InChI=1S/C53H90O22/c1-22(2)11-10-14-53(9,75-47-42(67)38(63)36(61)29(73-47)21-69-45-40(65)34(59)26(56)20-68-45)24-12-16-51(7)32(24)25(55)17-30-50(6)15-13-31(57)49(4,5)44(50)27(18-52(30,51)8)71-48-43(39(64)35(60)28(19-54)72-48)74-46-41(66)37(62)33(58)23(3)70-46/h11,23-48,54-67H,10,12-21H2,1-9H3/t23-,24-,25+,26-,27-,28+,29+,30+,31-,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44-,45-,46-,47-,48+,50+,51+,52+,53-/m0/s1
InChI Key NNBFRCZAUFQIAH-VPUMCCEOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O22
Molecular Weight 1079.30 g/mol
Exact Mass 1078.59237449 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.57
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 14

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)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-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 + 0.6877 68.77%
Caco-2 - 0.8989 89.89%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8258 82.58%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8073 80.73%
P-glycoprotein inhibitior + 0.7537 75.37%
P-glycoprotein substrate + 0.5879 58.79%
CYP3A4 substrate + 0.7420 74.20%
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 + 0.7471 74.71%
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 - 0.9030 90.30%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8228 82.28%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8858 88.58%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7921 79.21%
Androgen receptor binding + 0.7321 73.21%
Thyroid receptor binding + 0.5197 51.97%
Glucocorticoid receptor binding + 0.7390 73.90%
Aromatase binding + 0.6259 62.59%
PPAR gamma + 0.8054 80.54%
Honey bee toxicity - 0.5542 55.42%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
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 99.21% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.13% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 97.86% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.58% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.99% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.44% 86.33%
CHEMBL1914 P06276 Butyrylcholinesterase 94.27% 95.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.90% 96.61%
CHEMBL1951 P21397 Monoamine oxidase A 92.00% 91.49%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.86% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.27% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 91.06% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.59% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.78% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.02% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.28% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.98% 89.00%
CHEMBL2581 P07339 Cathepsin D 84.53% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.74% 95.83%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.72% 95.58%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 83.65% 92.86%
CHEMBL1977 P11473 Vitamin D receptor 83.57% 99.43%
CHEMBL259 P32245 Melanocortin receptor 4 82.89% 95.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.84% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.82% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.20% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.74% 96.77%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.03% 92.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.01% 95.89%

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

Cross-Links

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PubChem 154496570
LOTUS LTS0011125
wikiData Q105182043