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(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-5-hydroxy-2-[[(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 66f51bf5-89ef-4172-b65a-e53a13d35d69
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-5-hydroxy-2-[[(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CCC=C(C)C)(COC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)C)O)OC9C(C(C(C(O9)CO)O)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](CO[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@H](CC[C@]6([C@@]5(CC[C@H]4C3(C)C)C)C)[C@@](CCC=C(C)C)(CO[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)O)O)O)O)O)O)O)C)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O
InChI InChI=1S/C59H100O26/c1-25(2)10-9-16-59(75,24-78-51-45(72)43(70)39(66)32(82-51)23-77-50-44(71)41(68)37(64)30(20-60)80-50)28-13-18-57(7)27(28)11-12-34-56(6)17-15-35(55(4,5)33(56)14-19-58(34,57)8)83-54-49(85-52-46(73)40(67)36(63)26(3)79-52)48(29(62)22-76-54)84-53-47(74)42(69)38(65)31(21-61)81-53/h10,26-54,60-75H,9,11-24H2,1-8H3/t26-,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-,54-,56-,57+,58+,59+/m0/s1
InChI Key KJYLMJGIKRPKMA-QSTLLTONSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C59H100O26
Molecular Weight 1225.40 g/mol
Exact Mass 1224.65028329 g/mol
Topological Polar Surface Area (TPSA) 416.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -2.71
H-Bond Acceptor 26
H-Bond Donor 16
Rotatable Bonds 18

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-[(2S,3R,4S,5S)-5-hydroxy-2-[[(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 - 0.8919 89.19%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8083 80.83%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8737 87.37%
P-glycoprotein inhibitior + 0.7475 74.75%
P-glycoprotein substrate - 0.5381 53.81%
CYP3A4 substrate + 0.7387 73.87%
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 + 0.7278 72.78%
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 - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8385 83.85%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6549 65.49%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8499 84.99%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7896 78.96%
Androgen receptor binding + 0.7493 74.93%
Thyroid receptor binding + 0.5478 54.78%
Glucocorticoid receptor binding + 0.7572 75.72%
Aromatase binding + 0.6744 67.44%
PPAR gamma + 0.8117 81.17%
Honey bee toxicity - 0.5851 58.51%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
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 97.81% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.30% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.32% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.43% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 92.70% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.50% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.31% 86.33%
CHEMBL325 Q13547 Histone deacetylase 1 90.55% 95.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.26% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.17% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.90% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.39% 96.61%
CHEMBL2581 P07339 Cathepsin D 87.04% 98.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.89% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.93% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.85% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.69% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.04% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.44% 89.00%
CHEMBL233 P35372 Mu opioid receptor 83.39% 97.93%
CHEMBL1951 P21397 Monoamine oxidase A 82.87% 91.49%
CHEMBL221 P23219 Cyclooxygenase-1 82.85% 90.17%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 82.58% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.41% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.24% 92.62%
CHEMBL3589 P55263 Adenosine kinase 82.00% 98.05%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.23% 95.83%
CHEMBL5028 O14672 ADAM10 80.98% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.73% 89.44%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.63% 89.67%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.61% 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.
Coleostephus myconis
Dahlia pinnata
Gynostemma pentaphyllum
Synotis alata

Cross-Links

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PubChem 46849691
NPASS NPC195886
LOTUS LTS0207282
wikiData Q105142053