6-[[9-Acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[5,6-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

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Internal ID f72271ce-5114-4e4a-81f3-c312d018f864
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[9-acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[5,6-dihydroxy-3-(3,4,5-trihydroxyoxan-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(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(CC(C(O7)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)CO)OC(=O)C
SMILES (Isomeric) CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(CC(C(O7)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)CO)OC(=O)C
InChI InChI=1S/C59H92O26/c1-11-24(2)48(74)84-45-46(77-25(3)62)59(23-61)27(19-54(45,4)5)26-12-13-33-56(8)16-15-35(55(6,7)32(56)14-17-57(33,9)58(26,10)20-34(59)65)80-53-44(83-52-40(70)38(68)37(67)31(21-60)79-52)42(41(71)43(82-53)47(72)73)81-50-30(18-28(63)49(75)85-50)78-51-39(69)36(66)29(64)22-76-51/h11-12,27-46,49-53,60-61,63-71,75H,13-23H2,1-10H3,(H,72,73)
InChI Key CJEPKZWIKBFOFQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C59H92O26
Molecular Weight 1217.30 g/mol
Exact Mass 1216.58768304 g/mol
Topological Polar Surface Area (TPSA) 407.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.84
H-Bond Acceptor 25
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[9-Acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[5,6-dihydroxy-3-(3,4,5-trihydroxyoxan-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 + 0.7601 76.01%
Caco-2 - 0.8662 86.62%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7468 74.68%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9689 96.89%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate + 0.6336 63.36%
CYP3A4 substrate + 0.7526 75.26%
CYP2C9 substrate - 0.7992 79.92%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.8251 82.51%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8979 89.79%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7530 75.30%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7929 79.29%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7290 72.90%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding + 0.6557 65.57%
Glucocorticoid receptor binding + 0.8004 80.04%
Aromatase binding + 0.6602 66.02%
PPAR gamma + 0.8169 81.69%
Honey bee toxicity - 0.6098 60.98%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9585 95.85%

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 99.06% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 97.70% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.83% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.03% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.18% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.99% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.96% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.17% 91.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.11% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.06% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.94% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.91% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.33% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.15% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 84.42% 92.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.67% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.31% 91.07%
CHEMBL5028 O14672 ADAM10 82.91% 97.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.75% 82.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.10% 93.56%
CHEMBL226 P30542 Adenosine A1 receptor 81.80% 95.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.45% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 80.85% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.71% 96.77%
CHEMBL1937 Q92769 Histone deacetylase 2 80.62% 94.75%

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.
Camellia sinensis

Cross-Links

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PubChem 162977341
LOTUS LTS0138854
wikiData Q104960952