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[(2S,4S,5R,6S,12S,13R,16S)-16-[3-[5-[4-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-4-hydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-5-sulfooxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate

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 19aaa7e3-dee1-423e-a2d5-8d1385071ea2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,4S,5R,6S,12S,13R,16S)-16-[3-[5-[4-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-4-hydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-5-sulfooxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC67C(C(CC6(C5=CCC4C3(C)C)C)OC(=O)C)C(OC7=O)(C)CCCC(C)C)C)OS(=O)(=O)O)O)OC8C(C(C(CO8)O)O)O)O)OC9C(C(C(CO9)O)OC1C(C(C(C(O1)CO)O)OC)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2O[C@H]3CC[C@@]4([C@@H]5CCC67[C@H]([C@H](C[C@]6(C5=CCC4C3(C)C)C)OC(=O)C)[C@](OC7=O)(C)CCCC(C)C)C)OS(=O)(=O)O)O)OC8C(C(C(CO8)O)O)O)O)OC9C(C(C(CO9)O)OC1C(C(C(C(O1)CO)O)OC)O)O
InChI InChI=1S/C60H96O29S/c1-25(2)12-11-17-59(9)49-32(81-27(4)62)20-58(8)29-13-14-35-56(5,6)36(16-18-57(35,7)28(29)15-19-60(49,58)55(72)88-59)83-53-47(39(67)34(24-79-53)89-90(73,74)75)87-54-48(86-50-40(68)37(65)30(63)22-77-50)41(69)44(26(3)80-54)84-51-42(70)45(31(64)23-78-51)85-52-43(71)46(76-10)38(66)33(21-61)82-52/h13,25-26,28,30-54,61,63-71H,11-12,14-24H2,1-10H3,(H,73,74,75)/t26?,28-,30?,31?,32+,33?,34?,35?,36+,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47?,48?,49-,50?,51?,52?,53?,54?,57-,58+,59+,60?/m1/s1
InChI Key UHKUFLHMYURPLP-PXXWMLHSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H96O29S
Molecular Weight 1313.50 g/mol
Exact Mass 1312.57579819 g/mol
Topological Polar Surface Area (TPSA) 428.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.84
H-Bond Acceptor 28
H-Bond Donor 11
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,4S,5R,6S,12S,13R,16S)-16-[3-[5-[4-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-4-hydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-5-sulfooxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8668 86.68%
Caco-2 - 0.8629 86.29%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5616 56.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7894 78.94%
OATP1B3 inhibitior + 0.9263 92.63%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9611 96.11%
P-glycoprotein inhibitior + 0.7447 74.47%
P-glycoprotein substrate + 0.7783 77.83%
CYP3A4 substrate + 0.7558 75.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7630 76.30%
CYP2C9 inhibition - 0.7410 74.10%
CYP2C19 inhibition - 0.7127 71.27%
CYP2D6 inhibition - 0.8690 86.90%
CYP1A2 inhibition - 0.7416 74.16%
CYP2C8 inhibition + 0.7853 78.53%
CYP inhibitory promiscuity - 0.8973 89.73%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.5274 52.74%
Eye corrosion - 0.9790 97.90%
Eye irritation - 0.8974 89.74%
Skin irritation - 0.7505 75.05%
Skin corrosion - 0.9117 91.17%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7095 70.95%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8445 84.45%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8293 82.93%
Acute Oral Toxicity (c) III 0.5789 57.89%
Estrogen receptor binding + 0.7584 75.84%
Androgen receptor binding + 0.7525 75.25%
Thyroid receptor binding + 0.6477 64.77%
Glucocorticoid receptor binding + 0.8038 80.38%
Aromatase binding + 0.6392 63.92%
PPAR gamma + 0.8208 82.08%
Honey bee toxicity - 0.6255 62.55%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9830 98.30%

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 98.72% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.27% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.85% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 97.11% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.72% 94.45%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 93.10% 89.67%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.47% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.42% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.94% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.30% 90.08%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.04% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 90.58% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.28% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.98% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.74% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.39% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 87.96% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.67% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.56% 97.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.42% 95.83%
CHEMBL332 P03956 Matrix metalloproteinase-1 87.37% 94.50%
CHEMBL4581 P52732 Kinesin-like protein 1 87.27% 93.18%
CHEMBL5255 O00206 Toll-like receptor 4 86.43% 92.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.37% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.25% 94.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.91% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.94% 85.31%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.66% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.03% 86.33%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.93% 89.44%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.93% 92.94%
CHEMBL4588 P22894 Matrix metalloproteinase 8 83.25% 94.66%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.12% 97.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.23% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.20% 99.23%
CHEMBL5028 O14672 ADAM10 81.57% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.32% 91.07%
CHEMBL1871 P10275 Androgen Receptor 80.67% 96.43%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.02% 91.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 24204943
LOTUS LTS0006079
wikiData Q105272948