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(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[[(1R,2S,4S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-6-methoxy-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]icos-18-en-16-yl]oxy]-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-methyloxane-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 df8b617f-ca21-425e-92e7-bc615ca4fd26
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[[(1R,2S,4S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-6-methoxy-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]icos-18-en-16-yl]oxy]-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)OC4C(C(C(C(O4)C)O)O)O)OC5CCC6(C7CCC8(C(C7CC=C6C5)CC9C8(C(C(O9)(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)OC)C)O)C)C)CO)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O[C@H]5CC[C@@]6([C@H]7CC[C@]8([C@H]([C@@H]7CC=C6C5)C[C@H]9[C@@]8([C@@H]([C@](O9)(CC[C@@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC)C)O)C)C)CO)C)O)O)O
InChI InChI=1S/C58H96O27/c1-22(21-75-50-42(68)40(66)37(63)32(19-59)80-50)11-16-57(74-8)26(5)58(73)34(85-57)18-31-29-10-9-27-17-28(12-14-55(27,6)30(29)13-15-56(31,58)7)79-54-49(84-52-44(70)39(65)36(62)24(3)77-52)46(72)48(33(20-60)81-54)83-53-45(71)41(67)47(25(4)78-53)82-51-43(69)38(64)35(61)23(2)76-51/h9,22-26,28-54,59-73H,10-21H2,1-8H3/t22-,23+,24+,25+,26-,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+,57-,58-/m1/s1
InChI Key HCOSNKHROWAADD-DJQCIOITSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C58H96O27
Molecular Weight 1225.40 g/mol
Exact Mass 1224.61389778 g/mol
Topological Polar Surface Area (TPSA) 414.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -3.36
H-Bond Acceptor 27
H-Bond Donor 15
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[[(1R,2S,4S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-6-methoxy-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]icos-18-en-16-yl]oxy]-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-6-methyloxane-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 + 0.7087 70.87%
Caco-2 - 0.8815 88.15%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.7516 75.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8353 83.53%
OATP1B3 inhibitior + 0.9050 90.50%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9117 91.17%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.7463 74.63%
CYP3A4 substrate + 0.7482 74.82%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9573 95.73%
CYP2C9 inhibition - 0.9148 91.48%
CYP2C19 inhibition - 0.8976 89.76%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.8921 89.21%
CYP2C8 inhibition + 0.7857 78.57%
CYP inhibitory promiscuity - 0.8927 89.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5259 52.59%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9003 90.03%
Skin irritation - 0.6120 61.20%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8163 81.63%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.9159 91.59%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.9390 93.90%
Acute Oral Toxicity (c) I 0.4621 46.21%
Estrogen receptor binding + 0.8351 83.51%
Androgen receptor binding + 0.7651 76.51%
Thyroid receptor binding + 0.6252 62.52%
Glucocorticoid receptor binding + 0.7635 76.35%
Aromatase binding + 0.6847 68.47%
PPAR gamma + 0.8268 82.68%
Honey bee toxicity - 0.6088 60.88%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8970 89.70%

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 98.92% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.85% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.85% 95.93%
CHEMBL1937 Q92769 Histone deacetylase 2 94.83% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.13% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.96% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.93% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.40% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.86% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.54% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.34% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.14% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.56% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.39% 86.33%
CHEMBL1914 P06276 Butyrylcholinesterase 85.40% 95.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.24% 89.05%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.76% 94.08%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.55% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 82.84% 97.79%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.66% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.71% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.60% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.58% 94.23%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.42% 91.71%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 81.32% 98.46%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.08% 90.08%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.00% 94.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.83% 98.05%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.46% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 80.29% 94.73%

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.
Trillium erectum

Cross-Links

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PubChem 162887257
LOTUS LTS0168939
wikiData Q105025891