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(2S,3R,4S,5R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-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 3a0b2b22-6a57-4460-aa43-98df7c90962d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4S,5R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C55H90O26/c1-21-7-12-55(72-18-21)22(2)34-30(81-55)14-27-25-6-5-23-13-24(8-10-53(23,3)26(25)9-11-54(27,34)4)73-50-43(69)40(66)44(33(17-58)76-50)77-52-47(45(38(64)32(16-57)75-52)78-48-41(67)35(61)28(59)19-70-48)80-51-46(39(65)37(63)31(15-56)74-51)79-49-42(68)36(62)29(60)20-71-49/h21-52,56-69H,5-20H2,1-4H3/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+,53+,54+,55-/m1/s1
InChI Key BBTSUWMDIOBXNA-OFDPREIKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C55H90O26
Molecular Weight 1167.30 g/mol
Exact Mass 1166.57203297 g/mol
Topological Polar Surface Area (TPSA) 394.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -3.81
H-Bond Acceptor 26
H-Bond Donor 14
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-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 - 0.8732 87.32%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9221 92.21%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8006 80.06%
P-glycoprotein inhibitior + 0.7364 73.64%
P-glycoprotein substrate - 0.5863 58.63%
CYP3A4 substrate + 0.7532 75.32%
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 + 0.6770 67.70%
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 - 0.9028 90.28%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7454 74.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8352 83.52%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.9375 93.75%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8826 88.26%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8531 85.31%
Androgen receptor binding + 0.7017 70.17%
Thyroid receptor binding - 0.5080 50.80%
Glucocorticoid receptor binding + 0.5765 57.65%
Aromatase binding + 0.6222 62.22%
PPAR gamma + 0.7544 75.44%
Honey bee toxicity - 0.5351 53.51%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
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 98.24% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.78% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.96% 97.09%
CHEMBL233 P35372 Mu opioid receptor 95.90% 97.93%
CHEMBL237 P41145 Kappa opioid receptor 94.68% 98.10%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.82% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.77% 97.25%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 91.77% 95.58%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.74% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 91.33% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.30% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.02% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.71% 96.77%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 89.86% 97.86%
CHEMBL5255 O00206 Toll-like receptor 4 88.82% 92.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.39% 92.86%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.31% 89.05%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.36% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.32% 96.21%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.56% 97.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.46% 97.29%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.33% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.16% 100.00%
CHEMBL204 P00734 Thrombin 84.42% 96.01%
CHEMBL206 P03372 Estrogen receptor alpha 82.66% 97.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.64% 95.89%
CHEMBL325 Q13547 Histone deacetylase 1 82.30% 95.92%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.20% 93.10%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 81.90% 80.33%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.51% 97.31%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.37% 96.38%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 81.28% 96.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.09% 95.89%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.09% 100.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.28% 98.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.26% 89.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.19% 95.36%
CHEMBL2996 Q05655 Protein kinase C delta 80.08% 97.79%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.02% 86.92%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162922050
LOTUS LTS0143972
wikiData Q104923047