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(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6S)-3-hydroxy-2-(hydroxymethyl)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-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 13faf817-0560-4799-b35d-31a62b50440f
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,5R,6S)-3-hydroxy-2-(hydroxymethyl)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)O)O)OC(C)(CCC=C(C)C)C4CCC5(C4C(CC6C5(CCC7C6(CCC(C7(C)C)OC8C(C(C(C(O8)CO)O)O)O)C)C)O)C)CO)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](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@@](C)(CCC=C(C)C)[C@H]4CC[C@@]5([C@@H]4[C@@H](C[C@H]6[C@]5(CC[C@@H]7[C@@]6(CC[C@@H](C7(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)O)C)CO)O)O)O)O
InChI InChI=1S/C54H92O21/c1-23(2)12-11-16-54(10,75-49-45(74-47-42(66)39(63)35(59)25(4)69-47)44(37(61)29(22-56)71-49)73-46-41(65)38(62)34(58)24(3)68-46)26-13-18-53(9)33(26)27(57)20-31-51(7)17-15-32(50(5,6)30(51)14-19-52(31,53)8)72-48-43(67)40(64)36(60)28(21-55)70-48/h12,24-49,55-67H,11,13-22H2,1-10H3/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-,51-,52+,53+,54-/m0/s1
InChI Key ICXYYVWLKDQWIN-CJASXBHFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C54H92O21
Molecular Weight 1077.30 g/mol
Exact Mass 1076.61310994 g/mol
Topological Polar Surface Area (TPSA) 337.00 Ų
XlogP 1.80
Atomic LogP (AlogP) -0.15
H-Bond Acceptor 21
H-Bond Donor 13
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,5R,6S)-3-hydroxy-2-(hydroxymethyl)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-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 - 0.8982 89.82%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7935 79.35%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7909 79.09%
P-glycoprotein inhibitior + 0.7577 75.77%
P-glycoprotein substrate - 0.7210 72.10%
CYP3A4 substrate + 0.7226 72.26%
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 + 0.6638 66.38%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed + 0.6000 60.00%
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 - 0.7824 78.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8168 81.68%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5634 56.34%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7915 79.15%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7889 78.89%
Androgen receptor binding + 0.7449 74.49%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7201 72.01%
Aromatase binding + 0.6427 64.27%
PPAR gamma + 0.7988 79.88%
Honey bee toxicity - 0.5452 54.52%
Biodegradation - 0.7500 75.00%
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 98.22% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.46% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.24% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.34% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.94% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.46% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.56% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.44% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.29% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.76% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.12% 89.00%
CHEMBL2581 P07339 Cathepsin D 85.38% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.29% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 84.13% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.48% 91.24%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.31% 95.58%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.29% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.94% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.73% 93.04%
CHEMBL1951 P21397 Monoamine oxidase A 81.66% 91.49%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.58% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.36% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.96% 95.83%
CHEMBL1977 P11473 Vitamin D receptor 80.90% 99.43%
CHEMBL259 P32245 Melanocortin receptor 4 80.41% 95.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.27% 97.14%

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 102165750
NPASS NPC276702
LOTUS LTS0178216
wikiData Q105111224