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[(2S,4S,5S,6S,9R,12R,13R,16S,18R)-16-[(2S,3R,4R,5R)-3-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-sulfooxyoxan-2-yl]oxy-5-hydroxy-2,6,13,17,17-pentamethyl-6-[(1Z)-4-methylpenta-1,3-dienyl]-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 3867c882-9e2b-42f2-82e4-2a70376104af
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,4S,5S,6S,9R,12R,13R,16S,18R)-16-[(2S,3R,4R,5R)-3-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-sulfooxyoxan-2-yl]oxy-5-hydroxy-2,6,13,17,17-pentamethyl-6-[(1Z)-4-methylpenta-1,3-dienyl]-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(=O)OC(C6(C(CC7(C5=CCC4C3(C)C)C)OC(=O)C)O)(C)C=CC=C(C)C)C)OS(=O)(=O)O)O)O)O)OC8C(C(C(CO8)O)OC9C(C(C(C(O9)CO)O)OC)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@]67C(=O)O[C@@]([C@]6([C@H](C[C@]7(C5=CC[C@H]4C3(C)C)C)OC(=O)C)O)(C)/C=C\C=C(C)C)C)OS(=O)(=O)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)OC)O)O
InChI InChI=1S/C55H84O26S/c1-24(2)12-11-17-53(9)55(66)34(74-26(4)57)20-52(8)28-13-14-32-50(5,6)33(16-18-51(32,7)27(28)15-19-54(52,55)49(65)80-53)76-48-44(36(60)31(23-72-48)81-82(67,68)69)79-46-38(62)37(61)41(25(3)73-46)77-45-39(63)42(29(58)22-71-45)78-47-40(64)43(70-10)35(59)30(21-56)75-47/h11-13,17,25,27,29-48,56,58-64,66H,14-16,18-23H2,1-10H3,(H,67,68,69)/b17-11-/t25-,27+,29-,30-,31-,32+,33+,34+,35-,36+,37+,38-,39-,40-,41-,42+,43+,44-,45+,46+,47+,48+,51-,52+,53+,54-,55+/m1/s1
InChI Key CVLBRICUKRPMBX-CSYJGEFXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H84O26S
Molecular Weight 1193.30 g/mol
Exact Mass 1192.49715395 g/mol
Topological Polar Surface Area (TPSA) 390.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.49
H-Bond Acceptor 25
H-Bond Donor 10
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,4S,5S,6S,9R,12R,13R,16S,18R)-16-[(2S,3R,4R,5R)-3-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-sulfooxyoxan-2-yl]oxy-5-hydroxy-2,6,13,17,17-pentamethyl-6-[(1Z)-4-methylpenta-1,3-dienyl]-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 - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5616 56.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7782 77.82%
OATP1B3 inhibitior + 0.9263 92.63%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9709 97.09%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.7368 73.68%
CYP3A4 substrate + 0.7593 75.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8848 88.48%
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 + 0.7991 79.91%
CYP inhibitory promiscuity - 0.8973 89.73%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.5274 52.74%
Eye corrosion - 0.9790 97.90%
Eye irritation - 0.8977 89.77%
Skin irritation - 0.7505 75.05%
Skin corrosion - 0.9117 91.17%
Ames mutagenesis - 0.5570 55.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7522 75.22%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8445 84.45%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7571 75.71%
Acute Oral Toxicity (c) III 0.5789 57.89%
Estrogen receptor binding + 0.7153 71.53%
Androgen receptor binding + 0.7654 76.54%
Thyroid receptor binding + 0.6829 68.29%
Glucocorticoid receptor binding + 0.8016 80.16%
Aromatase binding + 0.6729 67.29%
PPAR gamma + 0.8272 82.72%
Honey bee toxicity - 0.6039 60.39%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6000 60.00%
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 97.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.29% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 94.47% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.27% 89.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 91.96% 89.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.41% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.59% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.50% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 89.32% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 89.29% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.13% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.85% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.78% 95.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.61% 97.28%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.99% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.21% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.38% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.52% 94.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.89% 95.83%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.77% 89.44%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.21% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.95% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.68% 94.45%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 83.58% 85.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.53% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.44% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.31% 91.07%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.84% 94.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.62% 85.14%
CHEMBL5028 O14672 ADAM10 81.38% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.33% 95.50%

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.
There are no matching plants.

Cross-Links

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PubChem 163103758
LOTUS LTS0121112
wikiData Q104970838