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(2R,3R,4S,5S,6R)-2-[4-[17-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,19-dihydroxy-7,13,18-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-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 2e97ece6-9f2a-4272-b745-b6f187b21ad9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[4-[17-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,19-dihydroxy-7,13,18-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C2C3CCC4C(C3CC2OC1(CCC(C)COC5C(C(C(C(O5)CO)O)O)O)O)CC(C6(C4(CCCC6OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)C)C)O
SMILES (Isomeric) CC1C2C3CCC4C(C3CC2OC1(CCC(C)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)CC(C6(C4(CCCC6O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)C)C)O
InChI InChI=1S/C57H96O30/c1-20(19-77-50-43(72)39(68)35(64)27(14-58)78-50)9-11-57(76)21(2)34-22-7-8-25-24(23(22)12-26(34)87-57)13-32(63)56(4)33(6-5-10-55(25,56)3)83-51-46(75)42(71)47(31(18-62)82-51)84-54-49(86-53-45(74)41(70)37(66)29(16-60)80-53)48(38(67)30(17-61)81-54)85-52-44(73)40(69)36(65)28(15-59)79-52/h20-54,58-76H,5-19H2,1-4H3/t20?,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-,46-,47-,48+,49-,50-,51+,52+,53+,54+,55?,56?,57?/m1/s1
InChI Key LJBJOWJLPUWOCJ-YRPCVOJFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H96O30
Molecular Weight 1261.40 g/mol
Exact Mass 1260.59864164 g/mol
Topological Polar Surface Area (TPSA) 486.00 Ų
XlogP -4.20
Atomic LogP (AlogP) -7.16
H-Bond Acceptor 30
H-Bond Donor 19
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[4-[17-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,19-dihydroxy-7,13,18-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-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 - 0.5246 52.46%
Caco-2 - 0.8785 87.85%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8597 85.97%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8179 81.79%
P-glycoprotein inhibitior + 0.7435 74.35%
P-glycoprotein substrate + 0.6000 60.00%
CYP3A4 substrate + 0.7369 73.69%
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 + 0.6877 68.77%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.6928 69.28%
Human Ether-a-go-go-Related Gene inhibition + 0.8094 80.94%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8084 80.84%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8359 83.59%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8432 84.32%
Androgen receptor binding + 0.7360 73.60%
Thyroid receptor binding + 0.5404 54.04%
Glucocorticoid receptor binding + 0.6837 68.37%
Aromatase binding + 0.6575 65.75%
PPAR gamma + 0.7874 78.74%
Honey bee toxicity - 0.6134 61.34%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
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
CHEMBL206 P03372 Estrogen receptor alpha 97.46% 97.64%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.39% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.31% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.71% 97.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.99% 92.86%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.53% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 91.13% 97.79%
CHEMBL226 P30542 Adenosine A1 receptor 90.90% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.23% 96.21%
CHEMBL233 P35372 Mu opioid receptor 89.67% 97.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.63% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.23% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.44% 95.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.60% 97.29%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 87.56% 97.31%
CHEMBL221 P23219 Cyclooxygenase-1 87.38% 90.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.10% 96.47%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.05% 100.00%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 85.68% 96.03%
CHEMBL4302 P08183 P-glycoprotein 1 85.44% 92.98%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.39% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.15% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.08% 86.33%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.82% 95.36%
CHEMBL4581 P52732 Kinesin-like protein 1 84.38% 93.18%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.83% 93.04%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.83% 89.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.73% 91.03%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.71% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.37% 100.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.14% 92.32%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.14% 95.56%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 82.85% 97.86%
CHEMBL1937 Q92769 Histone deacetylase 2 82.81% 94.75%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.33% 91.71%
CHEMBL237 P41145 Kappa opioid receptor 82.03% 98.10%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.60% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.04% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.15% 96.38%
CHEMBL5255 O00206 Toll-like receptor 4 80.04% 92.50%

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.
Dioscorea gracillima
Dioscorea tokoro
Solanum lasiocarpum

Cross-Links

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PubChem 11968860
NPASS NPC269610