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(2R,3R,4S,5S,6R)-2-[(2S)-4-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-6,16-dihydroxy-14-[(2R,3R,4S,5S,6R)-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-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 ae6da963-c95d-4b03-a48b-282a4a92d2f1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2S)-4-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-6,16-dihydroxy-14-[(2R,3R,4S,5S,6R)-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(C(O6)C)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
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([C@@H](C[C@@H](C5)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)C)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)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)O
InChI InChI=1S/C50H82O23/c1-19(17-65-44-40(62)37(59)35(57)29(15-51)68-44)8-11-50(64)20(2)32-28(73-50)14-26-24-7-6-22-12-23(53)13-31(49(22,5)25(24)9-10-48(26,32)4)70-47-43(72-46-41(63)38(60)36(58)30(16-52)69-46)42(33(55)21(3)67-47)71-45-39(61)34(56)27(54)18-66-45/h6,19-21,23-47,51-64H,7-18H2,1-5H3/t19-,20-,21+,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+/m0/s1
InChI Key JAICMCPZNIJWAJ-QAUDKFSOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C50H82O23
Molecular Weight 1051.20 g/mol
Exact Mass 1050.52468886 g/mol
Topological Polar Surface Area (TPSA) 366.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -3.40
H-Bond Acceptor 23
H-Bond Donor 14
Rotatable Bonds 14

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-[(2S)-4-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-6,16-dihydroxy-14-[(2R,3R,4S,5S,6R)-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-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 + 0.7571 75.71%
Caco-2 - 0.8894 88.94%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8531 85.31%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.7591 75.91%
P-glycoprotein inhibitior + 0.7457 74.57%
P-glycoprotein substrate + 0.7240 72.40%
CYP3A4 substrate + 0.7572 75.72%
CYP2C9 substrate - 0.8020 80.20%
CYP2D6 substrate - 0.8336 83.36%
CYP3A4 inhibition - 0.9268 92.68%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition + 0.7537 75.37%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9066 90.66%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.7878 78.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8226 82.26%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7517 75.17%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9205 92.05%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.8479 84.79%
Androgen receptor binding + 0.7189 71.89%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6675 66.75%
Aromatase binding + 0.6623 66.23%
PPAR gamma + 0.7817 78.17%
Honey bee toxicity - 0.5868 58.68%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9176 91.76%

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
CHEMBL226 P30542 Adenosine A1 receptor 98.49% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.38% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.21% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.04% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.55% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.55% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.44% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.64% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.57% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.44% 93.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.91% 92.88%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.62% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.10% 96.61%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.88% 92.86%
CHEMBL221 P23219 Cyclooxygenase-1 86.27% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.87% 94.00%
CHEMBL1914 P06276 Butyrylcholinesterase 84.86% 95.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.84% 100.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.42% 92.78%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 83.23% 98.46%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.09% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.93% 97.14%
CHEMBL242 Q92731 Estrogen receptor beta 82.76% 98.35%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.76% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.33% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 82.01% 94.75%
CHEMBL5255 O00206 Toll-like receptor 4 81.89% 92.50%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.80% 95.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 80.02% 97.29%

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.
Liriope muscari
Ophiopogon japonicus

Cross-Links

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PubChem 101899809
NPASS NPC299566