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[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5S,6R)-5-hydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 96fc03bc-f771-4d8c-a203-1efce65e653e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5S,6R)-5-hydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-2-(hydroxymethyl)oxan-3-yl] hydrogen sulfate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)CO)CO6)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)OS(=O)(=O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@]56[C@]4(C[C@@H]([C@@]7([C@H]5C[C@](CC7)(C)CO)CO6)O)C)C)C)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)OS(=O)(=O)O)O)O)O
InChI InChI=1S/C48H78O22S/c1-22-30(54)37(68-40-35(59)33(57)36(24(18-50)66-40)70-71(60,61)62)38(69-39-34(58)32(56)31(55)23(17-49)65-39)41(64-22)67-29-9-10-43(3)25(44(29,4)20-52)7-11-45(5)26(43)8-12-48-27-15-42(2,19-51)13-14-47(27,21-63-48)28(53)16-46(45,48)6/h8,12,22-41,49-59H,7,9-11,13-21H2,1-6H3,(H,60,61,62)/t22-,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-/m1/s1
InChI Key CDMIHLDSCJTRAJ-GATUMWCWSA-N
Popularity 0 references 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) 359.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -1.60
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5S,6R)-5-hydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17R,18R,20R)-2-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,20-pentamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 + 0.6974 69.74%
Caco-2 - 0.8785 87.85%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4082 40.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8425 84.25%
OATP1B3 inhibitior + 0.9327 93.27%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6336 63.36%
P-glycoprotein inhibitior + 0.7502 75.02%
P-glycoprotein substrate + 0.6480 64.80%
CYP3A4 substrate + 0.7426 74.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8488 84.88%
CYP3A4 inhibition - 0.8666 86.66%
CYP2C9 inhibition - 0.7831 78.31%
CYP2C19 inhibition - 0.7242 72.42%
CYP2D6 inhibition - 0.8816 88.16%
CYP1A2 inhibition - 0.7504 75.04%
CYP2C8 inhibition + 0.7372 73.72%
CYP inhibitory promiscuity - 0.9290 92.90%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.5748 57.48%
Eye corrosion - 0.9751 97.51%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.7538 75.38%
Skin corrosion - 0.9065 90.65%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6535 65.35%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5564 55.64%
skin sensitisation - 0.8486 84.86%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.7778 77.78%
Acute Oral Toxicity (c) III 0.5535 55.35%
Estrogen receptor binding + 0.7798 77.98%
Androgen receptor binding + 0.7616 76.16%
Thyroid receptor binding - 0.5209 52.09%
Glucocorticoid receptor binding + 0.6792 67.92%
Aromatase binding + 0.6068 60.68%
PPAR gamma + 0.7789 77.89%
Honey bee toxicity - 0.6093 60.93%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9772 97.72%

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 96.59% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.12% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.36% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.17% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.87% 96.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.81% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.20% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.25% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.02% 95.89%
CHEMBL2581 P07339 Cathepsin D 88.25% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.72% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.07% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.82% 94.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.32% 97.47%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.17% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.14% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 84.50% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.94% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.79% 96.90%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.65% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.41% 94.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.35% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.26% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.28% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.28% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.07% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.27% 97.33%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.09% 92.78%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.01% 93.04%

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.
Bupleurum rigidum

Cross-Links

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PubChem 163102336
LOTUS LTS0189166
wikiData Q104954606