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6-[[2-Acetyloxy-22-butanoyloxy-23-hydroxy-4,5,9,9,13,20,20-heptamethyl-21-(2-methylbut-2-enoyloxy)-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

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 c1928309-3f6a-410f-b2ef-975e33654582
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[2-acetyloxy-22-butanoyloxy-23-hydroxy-4,5,9,9,13,20,20-heptamethyl-21-(2-methylbut-2-enoyloxy)-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CCCC(=O)OC1C(C(CC2C13C(CC4(C2(CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)C)OC3O)C)OC(=O)C)(C)C)OC(=O)C(=CC)C
SMILES (Isomeric) CCCC(=O)OC1C(C(CC2C13C(CC4(C2(CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)C)OC3O)C)OC(=O)C)(C)C)OC(=O)C(=CC)C
InChI InChI=1S/C65H102O29/c1-13-15-36(69)88-51-50(93-53(81)26(3)14-2)59(6,7)22-33-64-21-17-32-61(10)19-18-34(60(8,9)31(61)16-20-62(32,11)63(64,12)23-35(84-28(5)68)65(33,51)58(82)94-64)87-57-49(92-55-44(77)41(74)38(71)29(24-66)85-55)46(45(78)47(90-57)52(79)80)89-56-48(42(75)39(72)30(25-67)86-56)91-54-43(76)40(73)37(70)27(4)83-54/h14,27,29-35,37-51,54-58,66-67,70-78,82H,13,15-25H2,1-12H3,(H,79,80)
InChI Key WVNIURBOPITRGQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C65H102O29
Molecular Weight 1347.50 g/mol
Exact Mass 1346.65067721 g/mol
Topological Polar Surface Area (TPSA) 442.00 Ų
XlogP 2.20
Atomic LogP (AlogP) -0.53
H-Bond Acceptor 28
H-Bond Donor 13
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[2-Acetyloxy-22-butanoyloxy-23-hydroxy-4,5,9,9,13,20,20-heptamethyl-21-(2-methylbut-2-enoyloxy)-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8459 84.59%
Caco-2 - 0.8624 86.24%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8263 82.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7821 78.21%
OATP1B3 inhibitior + 0.8728 87.28%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9548 95.48%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.6636 66.36%
CYP3A4 substrate + 0.7459 74.59%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.8850 88.50%
CYP3A4 inhibition - 0.7990 79.90%
CYP2C9 inhibition - 0.6966 69.66%
CYP2C19 inhibition - 0.8268 82.68%
CYP2D6 inhibition - 0.9311 93.11%
CYP1A2 inhibition - 0.8587 85.87%
CYP2C8 inhibition + 0.8027 80.27%
CYP inhibitory promiscuity - 0.8697 86.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5806 58.06%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8969 89.69%
Skin irritation - 0.5801 58.01%
Skin corrosion - 0.9370 93.70%
Ames mutagenesis - 0.6837 68.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7317 73.17%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8656 86.56%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7748 77.48%
Acute Oral Toxicity (c) III 0.6348 63.48%
Estrogen receptor binding + 0.6740 67.40%
Androgen receptor binding + 0.7577 75.77%
Thyroid receptor binding + 0.6897 68.97%
Glucocorticoid receptor binding + 0.8147 81.47%
Aromatase binding + 0.7152 71.52%
PPAR gamma + 0.8201 82.01%
Honey bee toxicity - 0.5955 59.55%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9861 98.61%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.50% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 94.42% 97.34%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.70% 97.36%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.37% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.68% 91.24%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.66% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 91.42% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.51% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.52% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.87% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.50% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.99% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.98% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.20% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.17% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 87.07% 95.36%
CHEMBL202 P00374 Dihydrofolate reductase 86.99% 89.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.97% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.65% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.45% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.14% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.06% 91.19%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.85% 98.99%
CHEMBL237 P41145 Kappa opioid receptor 84.74% 98.10%
CHEMBL4302 P08183 P-glycoprotein 1 84.74% 92.98%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.67% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.47% 92.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.46% 93.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.49% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.40% 95.56%
CHEMBL1871 P10275 Androgen Receptor 82.91% 96.43%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.79% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 80.74% 95.38%

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.
Maesa lanceolata

Cross-Links

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PubChem 162912410
LOTUS LTS0031272
wikiData Q105313627