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(2R,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6S)-2-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-2-[[(1S,2R,4S,5R,8S,10S,13S,14R,17S,18S)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-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 9d2f666b-38bd-492d-b135-c33fed90a656
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6S)-2-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-2-[[(1S,2R,4S,5R,8S,10S,13S,14R,17S,18S)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5C=CC78C6(CC(C9(C7CC(CC9)(C)C)CO8)O)C)C)C)C)O)O)CO)O)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]([C@@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@@H](O[C@@H]3O[C@H]4CC[C@]5([C@@H](C4(C)C)CC[C@@]6([C@@H]5C=C[C@@]78[C@]6(C[C@H]([C@@]9([C@@H]7CC(CC9)(C)C)CO8)O)C)C)C)C)O)O)CO)O)O)O)O)O
InChI InChI=1S/C48H78O16/c1-22-30(51)33(54)36(57)39(59-22)63-38-35(56)32(53)24(20-49)61-41(38)64-37-34(55)31(52)23(2)60-40(37)62-29-12-13-44(7)25(43(29,5)6)10-14-45(8)26(44)11-15-48-27-18-42(3,4)16-17-47(27,21-58-48)28(50)19-46(45,48)9/h11,15,22-41,49-57H,10,12-14,16-21H2,1-9H3/t22-,23-,24-,25+,26+,27-,28+,29-,30-,31+,32-,33+,34-,35-,36+,37+,38+,39+,40+,41-,44-,45+,46-,47+,48-/m0/s1
InChI Key HMEMJYQIFNQSFR-KNLALHOOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O16
Molecular Weight 911.10 g/mol
Exact Mass 910.52898640 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 1.66
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6S)-2-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-2-[[(1S,2R,4S,5R,8S,10S,13S,14R,17S,18S)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-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 + 0.6441 64.41%
Caco-2 - 0.8886 88.86%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6663 66.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8032 80.32%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.6593 65.93%
P-glycoprotein inhibitior + 0.7531 75.31%
P-glycoprotein substrate - 0.5941 59.41%
CYP3A4 substrate + 0.7224 72.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8287 82.87%
CYP3A4 inhibition - 0.9390 93.90%
CYP2C9 inhibition - 0.8634 86.34%
CYP2C19 inhibition - 0.8659 86.59%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9115 91.15%
CYP2C8 inhibition + 0.6606 66.06%
CYP inhibitory promiscuity - 0.9473 94.73%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6210 62.10%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9057 90.57%
Skin irritation - 0.6612 66.12%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7698 76.98%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7386 73.86%
skin sensitisation - 0.9108 91.08%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8848 88.48%
Acute Oral Toxicity (c) I 0.7129 71.29%
Estrogen receptor binding + 0.7563 75.63%
Androgen receptor binding + 0.7517 75.17%
Thyroid receptor binding - 0.5407 54.07%
Glucocorticoid receptor binding + 0.6862 68.62%
Aromatase binding + 0.6598 65.98%
PPAR gamma + 0.7641 76.41%
Honey bee toxicity - 0.6222 62.22%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9152 91.52%

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 97.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.28% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.63% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.92% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.97% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.83% 95.89%
CHEMBL2581 P07339 Cathepsin D 88.63% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.78% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.64% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.58% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.39% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.56% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.31% 96.21%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.59% 97.53%
CHEMBL1951 P21397 Monoamine oxidase A 82.00% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.76% 89.00%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 80.37% 96.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.18% 100.00%

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 rotundifolium

Cross-Links

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PubChem 163035188
LOTUS LTS0117139
wikiData Q105030474