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(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]oxan-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 7991ab79-e481-43f5-ae3a-a60e02141e7b
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,5S,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)OC)O)O)O)OC
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)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)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)OC)O)O)O)OC
InChI InChI=1S/C57H94O27/c1-22(20-74-51-42(68)39(65)41(67)49(72-6)83-51)10-15-57(73-7)23(2)34-31(84-57)17-29-27-9-8-25-16-26(11-13-55(25,4)28(27)12-14-56(29,34)5)77-54-48(82-52-43(69)38(64)35(61)24(3)76-52)44(70)46(33(19-59)79-54)80-53-45(71)47(37(63)32(18-58)78-53)81-50-40(66)36(62)30(60)21-75-50/h8,22-24,26-54,58-71H,9-21H2,1-7H3/t22-,23+,24+,26+,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-/m1/s1
InChI Key NJZWMDVWKHXLNQ-SKBFOVBNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H94O27
Molecular Weight 1211.30 g/mol
Exact Mass 1210.59824772 g/mol
Topological Polar Surface Area (TPSA) 403.00 Ų
XlogP -2.70
Atomic LogP (AlogP) -3.28
H-Bond Acceptor 27
H-Bond Donor 14
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,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]oxan-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 + 0.7474 74.74%
Caco-2 - 0.8809 88.09%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7129 71.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8586 85.86%
OATP1B3 inhibitior + 0.9262 92.62%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9449 94.49%
P-glycoprotein inhibitior + 0.7430 74.30%
P-glycoprotein substrate + 0.7555 75.55%
CYP3A4 substrate + 0.7596 75.96%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9441 94.41%
CYP2C9 inhibition - 0.9179 91.79%
CYP2C19 inhibition - 0.9105 91.05%
CYP2D6 inhibition - 0.9346 93.46%
CYP1A2 inhibition - 0.9105 91.05%
CYP2C8 inhibition + 0.7999 79.99%
CYP inhibitory promiscuity - 0.9390 93.90%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5094 50.94%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.5613 56.13%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.9178 91.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8335 83.35%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.9128 91.28%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9665 96.65%
Acute Oral Toxicity (c) I 0.5855 58.55%
Estrogen receptor binding + 0.8577 85.77%
Androgen receptor binding + 0.7312 73.12%
Thyroid receptor binding + 0.5977 59.77%
Glucocorticoid receptor binding + 0.7522 75.22%
Aromatase binding + 0.6820 68.20%
PPAR gamma + 0.8187 81.87%
Honey bee toxicity - 0.5924 59.24%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8517 85.17%

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 99.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.16% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 98.63% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.64% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.42% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.54% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.38% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 91.41% 95.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.66% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.43% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.07% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.89% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.76% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.43% 92.88%
CHEMBL1937 Q92769 Histone deacetylase 2 87.97% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.45% 86.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.12% 89.05%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.70% 92.94%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.73% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 84.77% 94.73%
CHEMBL1871 P10275 Androgen Receptor 83.94% 96.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.78% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.66% 97.29%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.31% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.01% 91.24%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 82.87% 87.38%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.83% 98.46%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.80% 92.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.60% 94.08%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.46% 94.00%
CHEMBL4581 P52732 Kinesin-like protein 1 82.29% 93.18%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.96% 92.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.73% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.69% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 80.41% 97.79%
CHEMBL5028 O14672 ADAM10 80.29% 97.50%

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.
Balanites aegyptiaca

Cross-Links

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PubChem 162849961
LOTUS LTS0095199
wikiData Q104667793