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

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 28b9991f-26f4-44c4-aa14-eb6485d0028f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl] (2S)-2-hydroxy-2-[(3S,4S,5R,8R,9R,10R,13R,14R,17S)-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,8,10,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(=O)C(CCC=C(C)C)(C3CCC4(C3CCC5C4(CCC6C5(CCC(C6(C)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)[C@](CCC=C(C)C)([C@H]3CC[C@@]4([C@@H]3CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H]([C@]6(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C65H108O32/c1-25(2)10-9-16-65(85,60(84)97-58-52(95-57-50(83)45(78)40(73)31(20-66)90-57)46(79)41(74)33(92-58)23-87-54-48(81)43(76)37(70)26(3)88-54)29-13-18-63(7)28(29)11-12-35-61(5)17-15-36(62(6,24-68)34(61)14-19-64(35,63)8)93-59-53(96-56-49(82)44(77)38(71)27(4)89-56)51(42(75)32(21-67)91-59)94-55-47(80)39(72)30(69)22-86-55/h10,26-59,66-83,85H,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+,55-,56-,57-,58-,59-,61-,62+,63+,64+,65-/m0/s1
InChI Key RGEPYBHMMWZFQV-FDHXRQGOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C65H108O32
Molecular Weight 1401.50 g/mol
Exact Mass 1400.6823713 g/mol
Topological Polar Surface Area (TPSA) 512.00 Ų
XlogP -2.70
Atomic LogP (AlogP) -5.36
H-Bond Acceptor 32
H-Bond Donor 19
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl] (2S)-2-hydroxy-2-[(3S,4S,5R,8R,9R,10R,13R,14R,17S)-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,8,10,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7719 77.19%
Caco-2 - 0.8782 87.82%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8134 81.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8294 82.94%
OATP1B3 inhibitior - 0.2428 24.28%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.9428 94.28%
P-glycoprotein inhibitior + 0.7453 74.53%
P-glycoprotein substrate + 0.6114 61.14%
CYP3A4 substrate + 0.7515 75.15%
CYP2C9 substrate - 0.7973 79.73%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.9469 94.69%
CYP2C9 inhibition - 0.8637 86.37%
CYP2C19 inhibition - 0.9118 91.18%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.9069 90.69%
CYP2C8 inhibition + 0.7754 77.54%
CYP inhibitory promiscuity - 0.9514 95.14%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6516 65.16%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8983 89.83%
Skin irritation - 0.5512 55.12%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8053 80.53%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6156 61.56%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8433 84.33%
Acute Oral Toxicity (c) I 0.4409 44.09%
Estrogen receptor binding + 0.7624 76.24%
Androgen receptor binding + 0.7596 75.96%
Thyroid receptor binding + 0.6337 63.37%
Glucocorticoid receptor binding + 0.8172 81.72%
Aromatase binding + 0.6740 67.40%
PPAR gamma + 0.8330 83.30%
Honey bee toxicity - 0.6080 60.80%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9413 94.13%

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 98.91% 91.11%
CHEMBL325 Q13547 Histone deacetylase 1 95.68% 95.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.50% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.94% 91.24%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.92% 97.36%
CHEMBL1937 Q92769 Histone deacetylase 2 94.64% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.95% 86.33%
CHEMBL233 P35372 Mu opioid receptor 93.34% 97.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.76% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.00% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.99% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.95% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.54% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.05% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.90% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.84% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.39% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.13% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 85.08% 92.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.47% 92.88%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.26% 95.71%
CHEMBL5028 O14672 ADAM10 83.92% 97.50%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 83.71% 85.83%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.39% 93.04%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.27% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.85% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.71% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.70% 96.90%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.47% 90.08%
CHEMBL226 P30542 Adenosine A1 receptor 82.26% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.04% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.98% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.32% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.23% 94.33%

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 46845013
NPASS NPC75055