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(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,4S,8S,9S,12S,13R,16S)-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-16-yl]oxy]oxan-3-yl]oxy-2-methyloxan-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 cca0ab58-6014-46a9-8e6c-763d596b63dd
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,4S,8S,9S,12S,13R,16S)-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-16-yl]oxy]oxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)OC4C(C(C(C(O4)C)O)O)O)OC5CCC6(C7CCC8(C(C7CC=C6C5)CC9C8C(=C(O9)CCC(C)COC1C(C(C(C(O1)CO)O)O)O)C)C)C)CO)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O[C@H]5CC[C@@]6([C@H]7CC[C@]8([C@H]([C@@H]7CC=C6C5)C[C@H]9[C@@H]8C(=C(O9)CC[C@@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)C)C)CO)C)O)O)O
InChI InChI=1S/C57H92O25/c1-21(20-72-51-43(67)41(65)38(62)33(18-58)78-51)8-11-31-22(2)35-32(77-31)17-30-28-10-9-26-16-27(12-14-56(26,6)29(28)13-15-57(30,35)7)76-55-50(82-53-45(69)40(64)37(61)24(4)74-53)47(71)49(34(19-59)79-55)81-54-46(70)42(66)48(25(5)75-54)80-52-44(68)39(63)36(60)23(3)73-52/h9,21,23-25,27-30,32-55,58-71H,8,10-20H2,1-7H3/t21-,23+,24+,25+,27+,28-,29+,30+,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+/m1/s1
InChI Key MOSQNTRCEDPVHL-MZUJVJCZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C57H92O25
Molecular Weight 1177.30 g/mol
Exact Mass 1176.59276842 g/mol
Topological Polar Surface Area (TPSA) 385.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -2.18
H-Bond Acceptor 25
H-Bond Donor 14
Rotatable Bonds 16

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,5R,6S)-4,5-dihydroxy-6-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,4S,8S,9S,12S,13R,16S)-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-16-yl]oxy]oxan-3-yl]oxy-2-methyloxan-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 + 0.7196 71.96%
Caco-2 - 0.8769 87.69%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7739 77.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8654 86.54%
OATP1B3 inhibitior + 0.8663 86.63%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9221 92.21%
P-glycoprotein inhibitior + 0.7437 74.37%
P-glycoprotein substrate + 0.7138 71.38%
CYP3A4 substrate + 0.7500 75.00%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8297 82.97%
CYP3A4 inhibition - 0.9460 94.60%
CYP2C9 inhibition - 0.9118 91.18%
CYP2C19 inhibition - 0.9113 91.13%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.8848 88.48%
CYP2C8 inhibition + 0.7650 76.50%
CYP inhibitory promiscuity - 0.8774 87.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5291 52.91%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9022 90.22%
Skin irritation - 0.5662 56.62%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.8337 83.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8102 81.02%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9240 92.40%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9629 96.29%
Acute Oral Toxicity (c) III 0.4459 44.59%
Estrogen receptor binding + 0.8538 85.38%
Androgen receptor binding + 0.7430 74.30%
Thyroid receptor binding + 0.6068 60.68%
Glucocorticoid receptor binding + 0.7679 76.79%
Aromatase binding + 0.7186 71.86%
PPAR gamma + 0.8155 81.55%
Honey bee toxicity - 0.5944 59.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9442 94.42%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.05% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.44% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.97% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.95% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.46% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.93% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.04% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.99% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.98% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.46% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.10% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.96% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 88.66% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.61% 94.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.33% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.76% 96.61%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.62% 91.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.01% 89.05%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.99% 97.36%
CHEMBL2581 P07339 Cathepsin D 85.14% 98.95%
CHEMBL206 P03372 Estrogen receptor alpha 83.91% 97.64%
CHEMBL237 P41145 Kappa opioid receptor 82.51% 98.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.34% 94.45%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.11% 96.37%
CHEMBL4581 P52732 Kinesin-like protein 1 81.77% 93.18%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.76% 97.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.33% 96.90%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.24% 85.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.29% 96.47%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.28% 86.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.23% 92.86%

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.
Paris polyphylla

Cross-Links

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PubChem 70688903
NPASS NPC308140
ChEMBL CHEMBL2071191
LOTUS LTS0132532
wikiData Q105169126