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6-[[2-Acetyloxy-23-hydroxy-4,5,9,9,13,20,20-heptamethyl-21,22-bis(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 6e7a59bd-2468-43cb-84bf-236cdad396f0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[2-acetyloxy-23-hydroxy-4,5,9,9,13,20,20-heptamethyl-21,22-bis(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) CC=C(C)C(=O)OC1C(C23C(CC1(C)C)C4(CCC5C6(CCC(C(C6CCC5(C4(CC2OC(=O)C)C)C)(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)OC3O)OC(=O)C(=CC)C
SMILES (Isomeric) CC=C(C)C(=O)OC1C(C23C(CC1(C)C)C4(CCC5C6(CCC(C(C6CCC5(C4(CC2OC(=O)C)C)C)(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)OC3O)OC(=O)C(=CC)C
InChI InChI=1S/C66H102O29/c1-14-26(3)53(81)93-50-51(94-54(82)27(4)15-2)66-34(22-60(50,7)8)65(95-59(66)83)21-17-33-62(11)19-18-35(61(9,10)32(62)16-20-63(33,12)64(65,13)23-36(66)85-29(6)69)88-58-49(92-56-44(77)41(74)38(71)30(24-67)86-56)46(45(78)47(90-58)52(79)80)89-57-48(42(75)39(72)31(25-68)87-57)91-55-43(76)40(73)37(70)28(5)84-55/h14-15,28,30-51,55-59,67-68,70-78,83H,16-25H2,1-13H3,(H,79,80)
InChI Key YRYSQLOILWGFEQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C66H102O29
Molecular Weight 1359.50 g/mol
Exact Mass 1358.65067721 g/mol
Topological Polar Surface Area (TPSA) 442.00 Ų
XlogP 2.50
Atomic LogP (AlogP) -0.37
H-Bond Acceptor 28
H-Bond Donor 13
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[2-Acetyloxy-23-hydroxy-4,5,9,9,13,20,20-heptamethyl-21,22-bis(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 + 0.7495 74.95%
Caco-2 - 0.8612 86.12%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8463 84.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7850 78.50%
OATP1B3 inhibitior + 0.8553 85.53%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9486 94.86%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.5666 56.66%
CYP3A4 substrate + 0.7422 74.22%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.8850 88.50%
CYP3A4 inhibition - 0.9128 91.28%
CYP2C9 inhibition - 0.7558 75.58%
CYP2C19 inhibition - 0.8699 86.99%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.8677 86.77%
CYP2C8 inhibition + 0.7723 77.23%
CYP inhibitory promiscuity - 0.9187 91.87%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5946 59.46%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8968 89.68%
Skin irritation - 0.5965 59.65%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.6615 66.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7253 72.53%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.8656 86.56%
skin sensitisation - 0.9014 90.14%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6978 69.78%
Acute Oral Toxicity (c) III 0.5373 53.73%
Estrogen receptor binding + 0.6401 64.01%
Androgen receptor binding + 0.7608 76.08%
Thyroid receptor binding + 0.7053 70.53%
Glucocorticoid receptor binding + 0.8160 81.60%
Aromatase binding + 0.7210 72.10%
PPAR gamma + 0.8162 81.62%
Honey bee toxicity - 0.5863 58.63%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9795 97.95%

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 97.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.02% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.28% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.44% 91.24%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.05% 97.36%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 92.98% 93.00%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 92.11% 97.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.85% 86.33%
CHEMBL237 P41145 Kappa opioid receptor 88.98% 98.10%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.91% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.90% 91.03%
CHEMBL5255 O00206 Toll-like receptor 4 85.51% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.49% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.42% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.39% 98.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.30% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.55% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.03% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.92% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.88% 99.17%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.71% 95.36%
CHEMBL1937 Q92769 Histone deacetylase 2 83.04% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 82.91% 91.19%
CHEMBL4302 P08183 P-glycoprotein 1 82.78% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.75% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.55% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.69% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.67% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.45% 100.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.26% 98.99%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.22% 94.33%
CHEMBL233 P35372 Mu opioid receptor 81.11% 97.93%

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 162991601
LOTUS LTS0142269
wikiData Q105353312