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(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3S,4R,5R,6S)-6-[(1R,2S,3S,4R,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-3,15-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-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 f08cffd9-c950-4d04-801a-b63663cec6ce
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3S,4R,5R,6S)-6-[(1R,2S,3S,4R,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-3,15-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)C(C4C3(CCC5C4CCC6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)O)C)C)O)C)OC1
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)[C@H]([C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6)O[C@@H]7[C@@H]([C@H]([C@@H]([C@@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@@H]9[C@H]([C@@H]([C@@H](CO9)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O)C)C)O)C)OC1
InChI InChI=1S/C56H92O29/c1-19-7-10-56(75-17-19)20(2)31-45(85-56)37(67)32-22-6-5-21-11-26(24(61)12-55(21,4)23(22)8-9-54(31,32)3)76-50-42(72)39(69)44(30(16-60)80-50)81-53-48(47(36(66)29(15-59)79-53)83-49-40(70)33(63)25(62)18-74-49)84-52-43(73)46(35(65)28(14-58)78-52)82-51-41(71)38(68)34(64)27(13-57)77-51/h19-53,57-73H,5-18H2,1-4H3/t19-,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-,46+,47+,48-,49-,50+,51+,52+,53+,54-,55+,56-/m1/s1
InChI Key UVYVLBIGDKGWPX-CVNUJVOASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H92O29
Molecular Weight 1229.30 g/mol
Exact Mass 1228.57242689 g/mol
Topological Polar Surface Area (TPSA) 455.00 Ų
XlogP -3.90
Atomic LogP (AlogP) -6.50
H-Bond Acceptor 29
H-Bond Donor 17
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3S,4R,5R,6S)-6-[(1R,2S,3S,4R,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-3,15-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2R,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-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 - 0.8742 87.42%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8620 86.20%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8694 86.94%
P-glycoprotein inhibitior + 0.7389 73.89%
P-glycoprotein substrate - 0.5291 52.91%
CYP3A4 substrate + 0.7548 75.48%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8164 81.64%
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 + 0.7229 72.29%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9023 90.23%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8407 84.07%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9125 91.25%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8905 89.05%
Androgen receptor binding + 0.7390 73.90%
Thyroid receptor binding + 0.5163 51.63%
Glucocorticoid receptor binding + 0.6162 61.62%
Aromatase binding + 0.6435 64.35%
PPAR gamma + 0.7813 78.13%
Honey bee toxicity - 0.5336 53.36%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.7523 75.23%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1963 P16473 Thyroid stimulating hormone receptor 501.2 nM
 Potency
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.83% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.48% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.42% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.17% 95.93%
CHEMBL233 P35372 Mu opioid receptor 93.00% 97.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.74% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.66% 95.50%
CHEMBL237 P41145 Kappa opioid receptor 91.43% 98.10%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.29% 97.25%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.89% 97.28%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.89% 95.58%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.24% 96.77%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.08% 89.05%
CHEMBL259 P32245 Melanocortin receptor 4 88.08% 95.38%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 87.98% 97.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.63% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 87.62% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.25% 96.21%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.94% 97.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.29% 95.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.04% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.98% 93.04%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.73% 92.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.52% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.08% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.95% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.19% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.60% 96.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.59% 92.94%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.49% 99.17%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 80.91% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 80.63% 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.
Digitalis lanata

Cross-Links

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PubChem 162941275
LOTUS LTS0203552
wikiData Q105280201