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(2S,3R,4R,5S,6R)-2-[(2R,3R,4R,5S,6R)-3,5-dihydroxy-2-[[(1S,2S,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-4-yl]oxy-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 8db46517-0ae2-4bee-9c38-1c4fadf71d93
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4R,5S,6R)-2-[(2R,3R,4R,5S,6R)-3,5-dihydroxy-2-[[(1S,2S,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-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)C)CO6)O)C)C)C)O)OC8C(C(C(C(O8)CO)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](C2(C)C)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(C[C@@H]([C@@]7([C@@H]5CC(CC7)(C)C)CO6)O)C)C)C)O)O[C@H]8[C@@H]([C@@H]([C@@H]([C@H](O8)CO)O)O)O)O
InChI InChI=1S/C42H68O12/c1-21-28(45)33(54-34-31(48)30(47)29(46)22(19-43)52-34)32(49)35(51-21)53-27-11-12-38(6)23(37(27,4)5)9-13-39(7)24(38)10-14-42-25-17-36(2,3)15-16-41(25,20-50-42)26(44)18-40(39,42)8/h10,14,21-35,43-49H,9,11-13,15-20H2,1-8H3/t21-,22-,23-,24-,25+,26+,27+,28+,29-,30-,31-,32-,33-,34+,35+,38+,39-,40+,41-,42+/m1/s1
InChI Key KQGDHYQRJRGMDG-MQNLXBMCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O12
Molecular Weight 765.00 g/mol
Exact Mass 764.47107760 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.80
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5S,6R)-2-[(2R,3R,4R,5S,6R)-3,5-dihydroxy-2-[[(1S,2S,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-4-yl]oxy-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 + 0.6441 64.41%
Caco-2 - 0.8716 87.16%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6663 66.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7973 79.73%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.6961 69.61%
P-glycoprotein inhibitior + 0.7605 76.05%
P-glycoprotein substrate - 0.5673 56.73%
CYP3A4 substrate + 0.7200 72.00%
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 + 0.6633 66.33%
CYP inhibitory promiscuity - 0.9473 94.73%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6210 62.10%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9098 90.98%
Skin irritation - 0.6612 66.12%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7343 73.43%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6564 65.64%
skin sensitisation - 0.9108 91.08%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8615 86.15%
Acute Oral Toxicity (c) I 0.7129 71.29%
Estrogen receptor binding + 0.6818 68.18%
Androgen receptor binding + 0.7508 75.08%
Thyroid receptor binding - 0.5699 56.99%
Glucocorticoid receptor binding + 0.6469 64.69%
Aromatase binding + 0.6613 66.13%
PPAR gamma + 0.7305 73.05%
Honey bee toxicity - 0.6390 63.90%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5200 52.00%
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 98.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.35% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.11% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.04% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.97% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.86% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.65% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.28% 95.89%
CHEMBL2581 P07339 Cathepsin D 88.30% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.78% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.95% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.47% 95.50%
CHEMBL1914 P06276 Butyrylcholinesterase 86.32% 95.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.90% 97.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.93% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.76% 89.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.32% 97.53%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.70% 96.21%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.27% 98.99%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.27% 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 falcatum

Cross-Links

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PubChem 162852306
LOTUS LTS0036116
wikiData Q105144543