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[(2R,3S,4R,5R)-5-hydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 52864394-9285-42e9-a3b3-07e886a55ae1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3S,4R,5R)-5-hydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(CO3)O)O)O)C)OC4C(C(COC4OC(=O)C56CCC(CC5C7=CCC8C(C7(CC6)C)(CCC9C8(CC(C(C9(C)CO)OC1C(C(C(C(O1)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)C)C)(C)C)O)OC1C(C(C(CO1)O)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](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)C)O[C@H]4[C@@H]([C@@H](CO[C@@H]4OC(=O)[C@@]56CC[C@@]7(C(=CC[C@H]8[C@]7(CC[C@@H]9[C@@]8(C[C@@H]([C@@H]([C@@]9(C)CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O)O)C)C)[C@@H]5CC(CC6)(C)C)C)O)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O)O)O)O)O
InChI InChI=1S/C69H112O35/c1-25-37(76)42(81)48(87)59(95-25)101-53-50(89)61(96-26(2)51(53)99-57-45(84)38(77)30(73)20-91-57)102-54-52(100-58-46(85)39(78)31(74)21-92-58)32(75)22-93-62(54)104-63(90)69-15-13-64(3,4)17-28(69)27-9-10-36-65(5)18-29(72)55(66(6,24-71)35(65)11-12-68(36,8)67(27,7)14-16-69)103-60-49(88)44(83)41(80)34(98-60)23-94-56-47(86)43(82)40(79)33(19-70)97-56/h9,25-26,28-62,70-89H,10-24H2,1-8H3/t25-,26-,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-,60-,61-,62+,65-,66-,67+,68+,69-/m0/s1
InChI Key WPPNPXSQQCVEIA-ZQGAQOASSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C69H112O35
Molecular Weight 1501.60 g/mol
Exact Mass 1500.6984152 g/mol
Topological Polar Surface Area (TPSA) 551.00 Ų
XlogP -5.40
Atomic LogP (AlogP) -6.65
H-Bond Acceptor 35
H-Bond Donor 20
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R)-5-hydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8701 87.01%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8520 85.20%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9716 97.16%
P-glycoprotein inhibitior + 0.7447 74.47%
P-glycoprotein substrate + 0.6034 60.34%
CYP3A4 substrate + 0.7365 73.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.7630 76.30%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8976 89.76%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7896 78.96%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.6488 64.88%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7447 74.47%
Androgen receptor binding + 0.7576 75.76%
Thyroid receptor binding + 0.6535 65.35%
Glucocorticoid receptor binding + 0.7891 78.91%
Aromatase binding + 0.6809 68.09%
PPAR gamma + 0.8254 82.54%
Honey bee toxicity - 0.6639 66.39%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9411 94.11%

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 99.28% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 98.00% 97.36%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.60% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.03% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.00% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.67% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.94% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.88% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.37% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.91% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.54% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.01% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.88% 89.00%
CHEMBL2581 P07339 Cathepsin D 85.65% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.10% 100.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 82.83% 95.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.58% 95.93%
CHEMBL4302 P08183 P-glycoprotein 1 82.15% 92.98%
CHEMBL5255 O00206 Toll-like receptor 4 81.84% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.33% 96.90%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.21% 91.24%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.08% 86.92%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.01% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.69% 94.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 80.03% 87.67%

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.
Physena sessiliflora

Cross-Links

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PubChem 162806216
LOTUS LTS0225776
wikiData Q105310114