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(2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,6S,7S,8R,9S,12S,13S,15S,16R,18R)-16-[(2R,3R,4S,5R,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-6,15-dihydroxy-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 dab8ecea-9dbd-4b47-8368-b18c6b7c5c66
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,6S,7S,8R,9S,12S,13S,15S,16R,18R)-16-[(2R,3R,4S,5R,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-6,15-dihydroxy-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(CC(C(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)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[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)O[C@]1(CC[C@@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
InChI InChI=1S/C45H76O20/c1-18(17-59-40-37(56)34(53)31(50)27(14-46)61-40)7-10-45(58)19(2)30-26(65-45)12-23-21-6-5-20-11-25(24(49)13-44(20,4)22(21)8-9-43(23,30)3)60-42-39(36(55)33(52)29(16-48)63-42)64-41-38(57)35(54)32(51)28(15-47)62-41/h18-42,46-58H,5-17H2,1-4H3/t18-,19+,20-,21-,22+,23+,24+,25-,26+,27-,28-,29-,30+,31-,32-,33+,34+,35+,36+,37-,38-,39-,40-,41+,42-,43+,44+,45+/m1/s1
InChI Key FRVIYMUWTVFMSJ-MBIHDTKLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H76O20
Molecular Weight 937.10 g/mol
Exact Mass 936.49299481 g/mol
Topological Polar Surface Area (TPSA) 328.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -2.81
H-Bond Acceptor 20
H-Bond Donor 13
Rotatable Bonds 13

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,6S,7S,8R,9S,12S,13S,15S,16R,18R)-16-[(2R,3R,4S,5R,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-6,15-dihydroxy-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 - 0.5246 52.46%
Caco-2 - 0.8866 88.66%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8755 87.55%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior - 0.5372 53.72%
P-glycoprotein inhibitior + 0.7411 74.11%
P-glycoprotein substrate - 0.5240 52.40%
CYP3A4 substrate + 0.7519 75.19%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8288 82.88%
CYP3A4 inhibition - 0.9473 94.73%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.6012 60.12%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.8278 82.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7993 79.93%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8283 82.83%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8626 86.26%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8054 80.54%
Androgen receptor binding + 0.6712 67.12%
Thyroid receptor binding - 0.5644 56.44%
Glucocorticoid receptor binding + 0.5787 57.87%
Aromatase binding + 0.6721 67.21%
PPAR gamma + 0.7402 74.02%
Honey bee toxicity - 0.5756 57.56%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.7523 75.23%

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 98.41% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.44% 91.11%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 96.29% 96.21%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.78% 96.61%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.60% 92.86%
CHEMBL220 P22303 Acetylcholinesterase 94.34% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.53% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.40% 95.93%
CHEMBL2094135 Q96BI3 Gamma-secretase 92.78% 98.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.65% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 90.88% 98.10%
CHEMBL204 P00734 Thrombin 90.83% 96.01%
CHEMBL4581 P52732 Kinesin-like protein 1 90.74% 93.18%
CHEMBL4302 P08183 P-glycoprotein 1 90.57% 92.98%
CHEMBL221 P23219 Cyclooxygenase-1 90.01% 90.17%
CHEMBL233 P35372 Mu opioid receptor 89.71% 97.93%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 89.39% 95.36%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.77% 95.58%
CHEMBL2996 Q05655 Protein kinase C delta 88.57% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.43% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.89% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.83% 94.45%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 86.71% 97.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.43% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.02% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.81% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.14% 96.38%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.08% 97.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.90% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 83.66% 92.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.42% 96.47%
CHEMBL206 P03372 Estrogen receptor alpha 83.19% 97.64%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.74% 91.03%
CHEMBL259 P32245 Melanocortin receptor 4 82.72% 95.38%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.67% 100.00%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 82.45% 92.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.39% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.31% 97.14%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.00% 92.78%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.59% 100.00%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 81.57% 98.46%
CHEMBL1871 P10275 Androgen Receptor 81.13% 96.43%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 80.96% 96.67%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 80.24% 99.00%

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.
Allium macrostemon

Cross-Links

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PubChem 162922093
LOTUS LTS0181322
wikiData Q105000456