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(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]oxan-2-yl]methoxy]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 6c03f6e7-1acc-4e1f-9338-4cfc8e121e55
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)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(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)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/C45H76O19/c1-19(17-58-40-37(54)34(51)31(48)27(15-46)61-40)7-12-45(57)20(2)30-26(64-45)14-25-23-6-5-21-13-22(8-10-43(21,3)24(23)9-11-44(25,30)4)60-42-39(56)36(53)33(50)29(63-42)18-59-41-38(55)35(52)32(49)28(16-47)62-41/h19-42,46-57H,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-/m1/s1
InChI Key XDJRIVOSNYPOEY-HDTVSMPGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H76O19
Molecular Weight 921.10 g/mol
Exact Mass 920.49808019 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -1.78
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18S)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]oxan-2-yl]methoxy]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 - 0.8814 88.14%
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 + 0.8840 88.40%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior - 0.5404 54.04%
P-glycoprotein inhibitior + 0.7371 73.71%
P-glycoprotein substrate + 0.5299 52.99%
CYP3A4 substrate + 0.7441 74.41%
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 + 0.5557 55.57%
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 - 0.9071 90.71%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.6978 69.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7416 74.16%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8377 83.77%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7947 79.47%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8176 81.76%
Androgen receptor binding + 0.6344 63.44%
Thyroid receptor binding - 0.5537 55.37%
Glucocorticoid receptor binding + 0.5599 55.99%
Aromatase binding + 0.6783 67.83%
PPAR gamma + 0.7335 73.35%
Honey bee toxicity - 0.6233 62.33%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6700 67.00%
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 98.23% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.14% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.18% 97.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.30% 92.86%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 94.36% 89.05%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.16% 96.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.93% 97.25%
CHEMBL237 P41145 Kappa opioid receptor 92.94% 98.10%
CHEMBL220 P22303 Acetylcholinesterase 92.23% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 92.13% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 91.79% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.72% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.37% 94.45%
CHEMBL4581 P52732 Kinesin-like protein 1 91.27% 93.18%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.52% 100.00%
CHEMBL233 P35372 Mu opioid receptor 89.42% 97.93%
CHEMBL2094135 Q96BI3 Gamma-secretase 89.09% 98.05%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 89.07% 95.36%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.68% 96.47%
CHEMBL4302 P08183 P-glycoprotein 1 88.54% 92.98%
CHEMBL1871 P10275 Androgen Receptor 86.20% 96.43%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 85.98% 98.46%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.69% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.10% 95.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.69% 100.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 84.57% 92.32%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 84.12% 92.50%
CHEMBL206 P03372 Estrogen receptor alpha 83.98% 97.64%
CHEMBL5255 O00206 Toll-like receptor 4 83.27% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.03% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.88% 100.00%
CHEMBL242 Q92731 Estrogen receptor beta 82.65% 98.35%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.08% 82.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.72% 97.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.66% 93.56%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 81.64% 87.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.12% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.84% 100.00%

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.
Helleborus viridis
Isodon rubescens
Taraxacum platycarpum

Cross-Links

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PubChem 163013982
LOTUS LTS0119237
wikiData Q105000682