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[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[[(1R,2R,5R,7S,10R,11R,14S,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 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 5df61b7c-7c13-429b-986c-fae979c8b506
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides > Oligosaccharide sulfates
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[[(1R,2R,5R,7S,10R,11R,14S,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl hydrogen sulfate
SMILES (Canonical) CC(=CC1COC23CC4(CO2)C(C3C1(C)O)CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)COS(=O)(=O)O)O)O)O)OC9C(C(C(O9)CO)O)O)C)C)C
SMILES (Isomeric) CC(=C[C@@H]1CO[C@]23C[C@@]4(CO2)[C@H]([C@H]3[C@@]1(C)O)CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)COS(=O)(=O)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](O9)CO)O)O)C)C)C
InChI InChI=1S/C47H76O21S/c1-21(2)14-22-17-60-47-19-46(20-61-47)23(38(47)45(22,7)56)8-9-28-43(5)12-11-29(42(3,4)27(43)10-13-44(28,46)6)66-41-37(68-39-34(54)30(50)24(15-48)63-39)36(32(52)25(16-49)64-41)67-40-35(55)33(53)31(51)26(65-40)18-62-69(57,58)59/h14,22-41,48-56H,8-13,15-20H2,1-7H3,(H,57,58,59)/t22-,23+,24+,25-,26-,27+,28-,29+,30+,31-,32-,33+,34-,35-,36+,37-,38+,39+,40+,41+,43+,44-,45+,46-,47-/m1/s1
InChI Key VKLDPANNBYBEJT-QFAPHBMVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C47H76O21S
Molecular Weight 1009.20 g/mol
Exact Mass 1008.45998060 g/mol
Topological Polar Surface Area (TPSA) 328.00 Ų
XlogP 1.00
Atomic LogP (AlogP) -0.35
H-Bond Acceptor 20
H-Bond Donor 10
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[[(1R,2R,5R,7S,10R,11R,14S,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 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 + 0.7791 77.91%
Caco-2 - 0.8807 88.07%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5165 51.65%
OATP2B1 inhibitior - 0.8773 87.73%
OATP1B1 inhibitior + 0.8325 83.25%
OATP1B3 inhibitior + 0.9275 92.75%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7788 77.88%
P-glycoprotein inhibitior + 0.7529 75.29%
P-glycoprotein substrate + 0.5429 54.29%
CYP3A4 substrate + 0.7471 74.71%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.8537 85.37%
CYP3A4 inhibition - 0.8920 89.20%
CYP2C9 inhibition - 0.7538 75.38%
CYP2C19 inhibition - 0.7184 71.84%
CYP2D6 inhibition - 0.8721 87.21%
CYP1A2 inhibition - 0.7441 74.41%
CYP2C8 inhibition + 0.7099 70.99%
CYP inhibitory promiscuity - 0.8363 83.63%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.5800 58.00%
Carcinogenicity (trinary) Non-required 0.5503 55.03%
Eye corrosion - 0.9798 97.98%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.7548 75.48%
Skin corrosion - 0.9095 90.95%
Ames mutagenesis - 0.6754 67.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7613 76.13%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.8348 83.48%
skin sensitisation - 0.8447 84.47%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8054 80.54%
Acute Oral Toxicity (c) III 0.5810 58.10%
Estrogen receptor binding + 0.7955 79.55%
Androgen receptor binding + 0.7646 76.46%
Thyroid receptor binding - 0.5156 51.56%
Glucocorticoid receptor binding + 0.7383 73.83%
Aromatase binding + 0.6276 62.76%
PPAR gamma + 0.7949 79.49%
Honey bee toxicity - 0.5613 56.13%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9899 98.99%

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 95.45% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.34% 96.38%
CHEMBL226 P30542 Adenosine A1 receptor 93.86% 95.93%
CHEMBL325 Q13547 Histone deacetylase 1 93.40% 95.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.90% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.86% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.82% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.10% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.48% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 90.02% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.70% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.44% 94.45%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.38% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.84% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 87.11% 94.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.48% 94.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.90% 92.94%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.84% 95.83%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.52% 91.24%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.48% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.11% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.47% 89.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.20% 91.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.14% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.99% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.46% 96.90%
CHEMBL3524 P56524 Histone deacetylase 4 83.09% 92.97%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.96% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.79% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.74% 96.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.27% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.20% 91.19%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.05% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.98% 96.77%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.87% 97.47%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.61% 96.95%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 80.58% 92.86%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.37% 97.28%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.07% 86.92%

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.
Bacopa monnieri

Cross-Links

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PubChem 44421669
LOTUS LTS0098209
wikiData Q105287841