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(2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2S,3R,4S,5R)-4-hydroxy-2-[[(2S,5S,6S,9S,12S,13R,16S,18R)-2,6,13,17,17-pentamethyl-6-(4-methyl-2-oxopentyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-16-yl]oxy]-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,5-dihydroxy-4-methoxyoxane-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 d6b5de8c-dac6-41b2-9832-ade82181fc04
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides > Oligosaccharide sulfates
IUPAC Name (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2S,3R,4S,5R)-4-hydroxy-2-[[(2S,5S,6S,9S,12S,13R,16S,18R)-2,6,13,17,17-pentamethyl-6-(4-methyl-2-oxopentyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-16-yl]oxy]-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,5-dihydroxy-4-methoxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC67C(CCC6(C5=CCC4C3(C)C)C)C(OC7=O)(C)CC(=O)CC(C)C)C)OC8C(C(C(C(O8)COS(=O)(=O)O)O)O)O)O)O)O)OC9C(C(C(C(O9)CO)O)OC1C(C(C(C(O1)C(=O)O)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@]67[C@H](CC[C@]6(C5=CC[C@H]4C3(C)C)C)[C@](OC7=O)(C)CC(=O)CC(C)C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)COS(=O)(=O)O)O)O)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)OC)O)O
InChI InChI=1S/C60H94O31S/c1-23(2)18-25(62)19-59(8)32-13-16-58(7)27-10-11-31-56(4,5)33(14-15-57(31,6)26(27)12-17-60(32,58)55(75)91-59)86-54-48(36(65)29(21-80-54)84-51-39(68)37(66)34(63)30(85-51)22-81-92(76,77)78)90-50-40(69)38(67)44(24(3)82-50)87-52-43(72)46(35(64)28(20-61)83-52)88-53-42(71)45(79-9)41(70)47(89-53)49(73)74/h10,23-24,26,28-48,50-54,61,63-72H,11-22H2,1-9H3,(H,73,74)(H,76,77,78)/t24-,26-,28-,29-,30-,31+,32-,33+,34-,35-,36+,37+,38-,39-,40-,41+,42-,43-,44-,45+,46+,47+,48-,50+,51-,52+,53-,54+,57-,58+,59+,60-/m1/s1
InChI Key AEUVATRULDEVLC-BGQIXMDTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H94O31S
Molecular Weight 1343.40 g/mol
Exact Mass 1342.5499774 g/mol
Topological Polar Surface Area (TPSA) 477.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.39
H-Bond Acceptor 29
H-Bond Donor 13
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2S,3R,4S,5R)-4-hydroxy-2-[[(2S,5S,6S,9S,12S,13R,16S,18R)-2,6,13,17,17-pentamethyl-6-(4-methyl-2-oxopentyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-16-yl]oxy]-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,5-dihydroxy-4-methoxyoxane-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 + 0.8520 85.20%
Caco-2 - 0.8611 86.11%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5781 57.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7943 79.43%
OATP1B3 inhibitior + 0.9232 92.32%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9191 91.91%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate + 0.7351 73.51%
CYP3A4 substrate + 0.7495 74.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8796 87.96%
CYP3A4 inhibition - 0.8419 84.19%
CYP2C9 inhibition - 0.7439 74.39%
CYP2C19 inhibition - 0.7127 71.27%
CYP2D6 inhibition - 0.8707 87.07%
CYP1A2 inhibition - 0.7395 73.95%
CYP2C8 inhibition + 0.8064 80.64%
CYP inhibitory promiscuity - 0.8652 86.52%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.5317 53.17%
Eye corrosion - 0.9794 97.94%
Eye irritation - 0.8968 89.68%
Skin irritation - 0.7579 75.79%
Skin corrosion - 0.9149 91.49%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7270 72.70%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6467 64.67%
skin sensitisation - 0.8488 84.88%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8326 83.26%
Acute Oral Toxicity (c) III 0.5825 58.25%
Estrogen receptor binding + 0.6592 65.92%
Androgen receptor binding + 0.7639 76.39%
Thyroid receptor binding + 0.6787 67.87%
Glucocorticoid receptor binding + 0.7964 79.64%
Aromatase binding + 0.6853 68.53%
PPAR gamma + 0.8063 80.63%
Honey bee toxicity - 0.6071 60.71%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9882 98.82%

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 98.03% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.82% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.31% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.01% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 95.24% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 94.87% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.16% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.75% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.92% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 89.62% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.79% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.77% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.63% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.58% 96.38%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.37% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 85.67% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.64% 94.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.18% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.84% 97.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.38% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.33% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.18% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.03% 95.83%
CHEMBL5028 O14672 ADAM10 83.33% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.11% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.75% 97.14%
CHEMBL1871 P10275 Androgen Receptor 82.49% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.16% 94.45%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.21% 89.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.02% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.43% 96.47%

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 24862418
LOTUS LTS0126610
wikiData Q104910617