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(2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-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 bdb56e59-4ad7-4759-a896-c6d175c06849
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)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[C@@H]5[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)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC
InChI InChI=1S/C52H88O24/c1-21(20-68-46-41(64)37(60)34(57)29(16-53)70-46)8-13-52(67-5)22(2)33-28(76-52)15-27-25-7-6-23-14-24(9-11-50(23,3)26(25)10-12-51(27,33)4)69-47-43(66)40(63)44(32(19-56)73-47)74-49-45(39(62)36(59)31(18-55)72-49)75-48-42(65)38(61)35(58)30(17-54)71-48/h21-49,53-66H,6-20H2,1-5H3/t21-,22+,23+,24+,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+,50+,51+,52-/m1/s1
InChI Key WNRAWIXEVSVHFE-DAAWHPLASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C52H88O24
Molecular Weight 1097.20 g/mol
Exact Mass 1096.56655367 g/mol
Topological Polar Surface Area (TPSA) 376.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -3.30
H-Bond Acceptor 24
H-Bond Donor 14
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-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 - 0.6138 61.38%
Caco-2 - 0.8794 87.94%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6641 66.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8823 88.23%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.6609 66.09%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate + 0.5348 53.48%
CYP3A4 substrate + 0.7487 74.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8203 82.03%
CYP3A4 inhibition - 0.9684 96.84%
CYP2C9 inhibition - 0.9020 90.20%
CYP2C19 inhibition - 0.8742 87.42%
CYP2D6 inhibition - 0.9544 95.44%
CYP1A2 inhibition - 0.9122 91.22%
CYP2C8 inhibition + 0.6173 61.73%
CYP inhibitory promiscuity - 0.9364 93.64%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6258 62.58%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.7377 73.77%
Skin corrosion - 0.9529 95.29%
Ames mutagenesis - 0.8778 87.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8106 81.06%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8885 88.85%
skin sensitisation - 0.9403 94.03%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8961 89.61%
Acute Oral Toxicity (c) I 0.6897 68.97%
Estrogen receptor binding + 0.8502 85.02%
Androgen receptor binding + 0.6853 68.53%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6190 61.90%
Aromatase binding + 0.6577 65.77%
PPAR gamma + 0.7668 76.68%
Honey bee toxicity - 0.5591 55.91%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.6995 69.95%

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 98.51% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.99% 91.11%
CHEMBL237 P41145 Kappa opioid receptor 94.74% 98.10%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.33% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.56% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.93% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 92.67% 92.86%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.24% 96.21%
CHEMBL2094135 Q96BI3 Gamma-secretase 92.18% 98.05%
CHEMBL233 P35372 Mu opioid receptor 92.15% 97.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.54% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.21% 89.05%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.91% 97.29%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.51% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 89.35% 93.18%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 89.32% 95.36%
CHEMBL226 P30542 Adenosine A1 receptor 89.14% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 88.07% 97.79%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 87.61% 92.38%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 87.01% 95.58%
CHEMBL220 P22303 Acetylcholinesterase 86.88% 94.45%
CHEMBL4302 P08183 P-glycoprotein 1 86.66% 92.98%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.65% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.00% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.81% 100.00%
CHEMBL206 P03372 Estrogen receptor alpha 84.71% 97.64%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 84.71% 98.46%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.93% 92.94%
CHEMBL1871 P10275 Androgen Receptor 83.58% 96.43%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.38% 96.47%
CHEMBL5255 O00206 Toll-like receptor 4 83.02% 92.50%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 82.27% 97.86%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.23% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.96% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.96% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.76% 93.56%
CHEMBL204 P00734 Thrombin 80.59% 96.01%

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.
Agave utahensis

Cross-Links

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PubChem 21607799
LOTUS LTS0192807
wikiData Q105309243