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[(2R,3S,4R,5R)-4,5-dihydroxy-6-[(2R,3R,4S,5R)-3-hydroxy-2-(hydroxymethyl)-6-[[(1S,2R,5R,7S,10R,11R,14R,16S,18S,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-[(2R)-3-methylbut-3-en-2-yl]-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]-5-[(3R,4S,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-4-yl]oxy-2-(hydroxymethyl)oxan-3-yl] hydrogen sulfate

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 ee813763-587f-4974-ab74-41401c0cbd69
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides > Oligosaccharide sulfates
IUPAC Name [(2R,3S,4R,5R)-4,5-dihydroxy-6-[(2R,3R,4S,5R)-3-hydroxy-2-(hydroxymethyl)-6-[[(1S,2R,5R,7S,10R,11R,14R,16S,18S,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-[(2R)-3-methylbut-3-en-2-yl]-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]-5-[(3R,4S,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-4-yl]oxy-2-(hydroxymethyl)oxan-3-yl] hydrogen sulfate
SMILES (Canonical) CC(C1CC(C2C3CCC4C5(CCC(C(C5CCC4(C36CC2(O1)OC6)C)(C)C)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)OS(=O)(=O)O)O)O)OC9C(C(C(C(O9)O)O)O)O)C)(C)O)C(=C)C
SMILES (Isomeric) C[C@@H]([C@@H]1C[C@](C2[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@]36C[C@@]2(O1)OC6)C)(C)C)OC7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)OC8[C@@H]([C@H]([C@@H]([C@H](O8)CO)OS(=O)(=O)O)O)O)OC9[C@@H]([C@H]([C@@H]([C@H](O9)O)O)O)O)C)(C)O)C(=C)C
InChI InChI=1S/C48H78O22S/c1-20(2)21(3)23-15-46(8,58)38-22-9-10-27-44(6)13-12-28(43(4,5)26(44)11-14-45(27,7)47(22)18-48(38,69-23)62-19-47)65-42-37(67-41-33(55)30(52)32(54)39(57)68-41)36(29(51)24(16-49)63-42)66-40-34(56)31(53)35(25(17-50)64-40)70-71(59,60)61/h21-42,49-58H,1,9-19H2,2-8H3,(H,59,60,61)/t21-,22-,23+,24-,25-,26+,27-,28+,29-,30+,31-,32+,33-,34-,35-,36+,37-,38?,39+,40?,41?,42?,44+,45-,46+,47+,48+/m1/s1
InChI Key JKPJAGPPCVHEDC-DYZGIDQESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C48H78O22S
Molecular Weight 1039.20 g/mol
Exact Mass 1038.47054529 g/mol
Topological Polar Surface Area (TPSA) 348.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.64
H-Bond Acceptor 21
H-Bond Donor 11
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R)-4,5-dihydroxy-6-[(2R,3R,4S,5R)-3-hydroxy-2-(hydroxymethyl)-6-[[(1S,2R,5R,7S,10R,11R,14R,16S,18S,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-[(2R)-3-methylbut-3-en-2-yl]-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]-5-[(3R,4S,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-4-yl]oxy-2-(hydroxymethyl)oxan-3-yl] hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7864 78.64%
Caco-2 - 0.8793 87.93%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.4683 46.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8288 82.88%
OATP1B3 inhibitior + 0.9313 93.13%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.5745 57.45%
P-glycoprotein inhibitior + 0.7513 75.13%
P-glycoprotein substrate + 0.6454 64.54%
CYP3A4 substrate + 0.7531 75.31%
CYP2C9 substrate - 0.8001 80.01%
CYP2D6 substrate - 0.8539 85.39%
CYP3A4 inhibition - 0.8098 80.98%
CYP2C9 inhibition - 0.7412 74.12%
CYP2C19 inhibition - 0.7038 70.38%
CYP2D6 inhibition - 0.8691 86.91%
CYP1A2 inhibition - 0.7352 73.52%
CYP2C8 inhibition + 0.7480 74.80%
CYP inhibitory promiscuity - 0.8795 87.95%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.5800 58.00%
Carcinogenicity (trinary) Non-required 0.5556 55.56%
Eye corrosion - 0.9786 97.86%
Eye irritation - 0.9012 90.12%
Skin irritation - 0.7467 74.67%
Skin corrosion - 0.9087 90.87%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7306 73.06%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8406 84.06%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8321 83.21%
Acute Oral Toxicity (c) III 0.5784 57.84%
Estrogen receptor binding + 0.8047 80.47%
Androgen receptor binding + 0.7683 76.83%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7285 72.85%
Aromatase binding + 0.6332 63.32%
PPAR gamma + 0.8011 80.11%
Honey bee toxicity - 0.5817 58.17%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9919 99.19%

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 98.05% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.06% 96.38%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.82% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 95.72% 95.93%
CHEMBL3524 P56524 Histone deacetylase 4 95.06% 92.97%
CHEMBL2581 P07339 Cathepsin D 94.86% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.49% 91.24%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.31% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.77% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 92.71% 97.47%
CHEMBL1937 Q92769 Histone deacetylase 2 91.84% 94.75%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.72% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.69% 97.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.66% 91.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.10% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.77% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.69% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.52% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.52% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.01% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.34% 92.88%
CHEMBL5203 P33316 dUTP pyrophosphatase 87.75% 99.18%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 87.50% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 87.38% 91.19%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.19% 95.83%
CHEMBL237 P41145 Kappa opioid receptor 86.96% 98.10%
CHEMBL5255 O00206 Toll-like receptor 4 85.78% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.70% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.62% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.48% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.29% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.29% 96.21%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 83.95% 92.86%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.75% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.68% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 83.21% 93.18%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.27% 94.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.07% 92.86%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.01% 96.47%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.85% 82.50%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 81.24% 97.88%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.21% 98.05%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.77% 95.71%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.48% 95.71%

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.
Aldama bracteata
Aldama ghiesbreghtii
Asparagus horridus
Calea rupicola
Helianthus strumosus
Helianthus tuberosus
Tithonia longiradiata

Cross-Links

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PubChem 162817159
LOTUS LTS0190538
wikiData Q104999021