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(2S,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-3,5-dihydroxy-2-[(2R,3R,4R,5R,6R)-3-hydroxy-2-[[(3S,8R,9S,10R,13R,14S,15S,17R)-15-hydroxy-17-[(E,2S)-1-hydroxy-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxyoxan-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 cd55b4cb-1004-4f70-93fb-035d64ec0b04
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-3,5-dihydroxy-2-[(2R,3R,4R,5R,6R)-3-hydroxy-2-[[(3S,8R,9S,10R,13R,14S,15S,17R)-15-hydroxy-17-[(E,2S)-1-hydroxy-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C)CC=CC(CO)C1CC(C2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(CO7)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)O
SMILES (Isomeric) CC(C)C/C=C/[C@H](CO)[C@H]1C[C@@H]([C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@H]([C@@H]([C@@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O)C)C)O
InChI InChI=1S/C50H82O22/c1-21(2)6-5-7-22(16-51)27-15-28(55)33-25-9-8-23-14-24(10-12-49(23,3)26(25)11-13-50(27,33)4)66-48-41(64)44(43(32(19-54)69-48)71-47-39(62)37(60)35(58)31(18-53)68-47)72-45-40(63)42(29(56)20-65-45)70-46-38(61)36(59)34(57)30(17-52)67-46/h5,7-8,21-22,24-48,51-64H,6,9-20H2,1-4H3/b7-5+/t22-,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-/m1/s1
InChI Key UXQFHRDHIBZRLK-TWPDJWMHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C50H82O22
Molecular Weight 1035.20 g/mol
Exact Mass 1034.52977424 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.96
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-3,5-dihydroxy-2-[(2R,3R,4R,5R,6R)-3-hydroxy-2-[[(3S,8R,9S,10R,13R,14S,15S,17R)-15-hydroxy-17-[(E,2S)-1-hydroxy-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxyoxan-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 + 0.7547 75.47%
Caco-2 - 0.8825 88.25%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7664 76.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8465 84.65%
OATP1B3 inhibitior - 0.2571 25.71%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9391 93.91%
P-glycoprotein inhibitior + 0.7280 72.80%
P-glycoprotein substrate + 0.6495 64.95%
CYP3A4 substrate + 0.7434 74.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8283 82.83%
CYP3A4 inhibition - 0.9485 94.85%
CYP2C9 inhibition - 0.8767 87.67%
CYP2C19 inhibition - 0.9161 91.61%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.9112 91.12%
CYP2C8 inhibition + 0.7386 73.86%
CYP inhibitory promiscuity - 0.9421 94.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6022 60.22%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9084 90.84%
Skin irritation - 0.5835 58.35%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.8070 80.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8408 84.08%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8033 80.33%
skin sensitisation - 0.8992 89.92%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9448 94.48%
Acute Oral Toxicity (c) III 0.5598 55.98%
Estrogen receptor binding + 0.8470 84.70%
Androgen receptor binding + 0.7382 73.82%
Thyroid receptor binding - 0.5108 51.08%
Glucocorticoid receptor binding + 0.6271 62.71%
Aromatase binding + 0.5958 59.58%
PPAR gamma + 0.7876 78.76%
Honey bee toxicity - 0.5953 59.53%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9262 92.62%

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
CHEMBL226 P30542 Adenosine A1 receptor 99.33% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.87% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.09% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.65% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.58% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.28% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.04% 95.58%
CHEMBL237 P41145 Kappa opioid receptor 91.64% 98.10%
CHEMBL1937 Q92769 Histone deacetylase 2 91.19% 94.75%
CHEMBL2581 P07339 Cathepsin D 90.58% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.36% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.41% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 89.12% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.96% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.29% 89.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.20% 89.05%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.50% 94.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.28% 95.89%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.91% 94.08%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.86% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.89% 86.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.56% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.30% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.25% 91.07%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.81% 89.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.61% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.51% 95.56%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.46% 95.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.25% 95.50%

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.
There are no matching plants.

Cross-Links

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PubChem 163106241
LOTUS LTS0092225
wikiData Q105280979