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(2S,3R,4R,5R,6S)-2-[(2S,3S,4S,5R,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[(3R,4S,5R,10S,13R,14R,17R)-4-hydroxy-4-(hydroxymethyl)-17-[(2R,4R)-4-hydroxy-6-methylhept-6-en-2-yl]-10,13,14-trimethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]-6-(hydroxymethyl)oxan-4-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 7e9196b2-2f85-436f-a340-5d4b863a38a9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2S,3S,4S,5R,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[(3R,4S,5R,10S,13R,14R,17R)-4-hydroxy-4-(hydroxymethyl)-17-[(2R,4R)-4-hydroxy-6-methylhept-6-en-2-yl]-10,13,14-trimethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]-6-(hydroxymethyl)oxan-4-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)OC4C(C(C(C(O4)CO)O)O)O)O)C5CCC6(C(C5(CO)O)CCC7=C6CCC8(C7(CCC8C(C)CC(CC(=C)C)O)C)C)C)CO)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)[C@H]5CC[C@]6([C@H]([C@]5(CO)O)CCC7=C6CC[C@]8([C@]7(CC[C@@H]8[C@H](C)C[C@H](CC(=C)C)O)C)C)C)CO)O)O)O)O
InChI InChI=1S/C53H88O21/c1-22(2)17-26(57)18-23(3)27-12-15-52(8)29-9-10-33-50(6,28(29)13-16-51(27,52)7)14-11-30(53(33,67)21-56)43-46(45(37(61)32(20-55)70-43)73-47-40(64)38(62)34(58)24(4)68-47)74-49-42(66)44(35(59)25(5)69-49)72-48-41(65)39(63)36(60)31(19-54)71-48/h23-27,30-49,54-67H,1,9-21H2,2-8H3/t23-,24+,25+,26+,27-,30-,31-,32-,33-,34+,35+,36-,37-,38-,39+,40-,41-,42-,43+,44-,45+,46+,47+,48+,49+,50-,51-,52+,53-/m1/s1
InChI Key QSUVFYOVNCKOQH-ARQAVACDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H88O21
Molecular Weight 1061.30 g/mol
Exact Mass 1060.58180981 g/mol
Topological Polar Surface Area (TPSA) 348.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -1.23
H-Bond Acceptor 21
H-Bond Donor 14
Rotatable Bonds 15

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,3S,4S,5R,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[(3R,4S,5R,10S,13R,14R,17R)-4-hydroxy-4-(hydroxymethyl)-17-[(2R,4R)-4-hydroxy-6-methylhept-6-en-2-yl]-10,13,14-trimethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]-6-(hydroxymethyl)oxan-4-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 + 0.7466 74.66%
Caco-2 - 0.8857 88.57%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7134 71.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7989 79.89%
OATP1B3 inhibitior + 0.8645 86.45%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8083 80.83%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate + 0.6551 65.51%
CYP3A4 substrate + 0.7311 73.11%
CYP2C9 substrate - 0.7965 79.65%
CYP2D6 substrate - 0.8459 84.59%
CYP3A4 inhibition - 0.9227 92.27%
CYP2C9 inhibition - 0.9038 90.38%
CYP2C19 inhibition - 0.9070 90.70%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.9130 91.30%
CYP2C8 inhibition + 0.7203 72.03%
CYP inhibitory promiscuity - 0.9309 93.09%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6294 62.94%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.5536 55.36%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7851 78.51%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9127 91.27%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6489 64.89%
Acute Oral Toxicity (c) I 0.6151 61.51%
Estrogen receptor binding + 0.8282 82.82%
Androgen receptor binding + 0.7705 77.05%
Thyroid receptor binding - 0.5328 53.28%
Glucocorticoid receptor binding + 0.6589 65.89%
Aromatase binding + 0.6640 66.40%
PPAR gamma + 0.7890 78.90%
Honey bee toxicity - 0.6086 60.86%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9588 95.88%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.36% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.00% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.72% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.99% 91.49%
CHEMBL226 P30542 Adenosine A1 receptor 93.29% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.98% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.86% 86.33%
CHEMBL237 P41145 Kappa opioid receptor 89.70% 98.10%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 89.65% 92.78%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.57% 89.05%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.56% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.11% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.91% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.28% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.12% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.19% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.12% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.42% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.24% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.17% 94.45%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.46% 95.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.26% 93.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.74% 96.90%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.50% 100.00%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 82.03% 95.42%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.92% 97.14%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.86% 95.83%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.76% 97.36%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.34% 92.86%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.11% 98.05%

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 101097968
LOTUS LTS0120797
wikiData Q105227397