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[(2R,3R,4S,5R,6S)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-6-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2S,3R,4R,5R)-4-hydroxy-2-[[(1S,2S,5S,6S,9S,13S,16S,18R)-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-4,8-dioxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-16-yl]oxy]-5-sulfooxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-3,5-dihydroxyoxan-2-yl]methyl hydrogen sulfate

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 48781694-87c2-45b0-b0fe-c7ef7aee1e6f
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides > Oligosaccharide sulfates
IUPAC Name [(2R,3R,4S,5R,6S)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-6-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2S,3R,4R,5R)-4-hydroxy-2-[[(1S,2S,5S,6S,9S,13S,16S,18R)-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-4,8-dioxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-16-yl]oxy]-5-sulfooxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-3,5-dihydroxyoxan-2-yl]methyl hydrogen sulfate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5C4=CCC67C5(CC(=O)C6C(OC7=O)(C)CCCC(=C)C)C)C)OS(=O)(=O)O)O)O)O)OC8C(C(C(C(O8)COS(=O)(=O)O)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](C3(C)C)CC[C@@H]5C4=CC[C@@]67[C@]5(CC(=O)[C@@H]6[C@](OC7=O)(C)CCCC(=C)C)C)C)OS(=O)(=O)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)COS(=O)(=O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)OC)O)O
InChI InChI=1S/C54H84O28S2/c1-23(2)11-10-16-53(8)44-27(56)19-52(7)26-12-13-31-50(4,5)32(15-17-51(31,6)25(26)14-18-54(44,52)49(64)81-53)77-48-43(35(59)30(21-72-48)82-84(68,69)70)80-45-37(61)36(60)40(24(3)74-45)78-47-39(63)42(34(58)29(76-47)22-73-83(65,66)67)79-46-38(62)41(71-9)33(57)28(20-55)75-46/h14,24,26,28-48,55,57-63H,1,10-13,15-22H2,2-9H3,(H,65,66,67)(H,68,69,70)/t24-,26-,28-,29-,30-,31+,32+,33-,34-,35+,36-,37-,38-,39-,40-,41+,42+,43-,44-,45+,46+,47+,48+,51-,52+,53+,54-/m1/s1
InChI Key JFKXDTQOMCLKJZ-VBINWOBMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H84O28S2
Molecular Weight 1245.40 g/mol
Exact Mass 1244.45905437 g/mol
Topological Polar Surface Area (TPSA) 432.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -0.55
H-Bond Acceptor 26
H-Bond Donor 10
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-6-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2S,3R,4R,5R)-4-hydroxy-2-[[(1S,2S,5S,6S,9S,13S,16S,18R)-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-4,8-dioxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-16-yl]oxy]-5-sulfooxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-3,5-dihydroxyoxan-2-yl]methyl hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8385 83.85%
Caco-2 - 0.8615 86.15%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5555 55.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7951 79.51%
OATP1B3 inhibitior + 0.9234 92.34%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9493 94.93%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.7736 77.36%
CYP3A4 substrate + 0.7505 75.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8789 87.89%
CYP3A4 inhibition - 0.8074 80.74%
CYP2C9 inhibition - 0.7339 73.39%
CYP2C19 inhibition - 0.6980 69.80%
CYP2D6 inhibition - 0.8694 86.94%
CYP1A2 inhibition - 0.7283 72.83%
CYP2C8 inhibition + 0.8151 81.51%
CYP inhibitory promiscuity - 0.8683 86.83%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.5402 54.02%
Eye corrosion - 0.9785 97.85%
Eye irritation - 0.8975 89.75%
Skin irritation - 0.7574 75.74%
Skin corrosion - 0.9169 91.69%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6962 69.62%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6584 65.84%
skin sensitisation - 0.8491 84.91%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7053 70.53%
Acute Oral Toxicity (c) III 0.5834 58.34%
Estrogen receptor binding + 0.7057 70.57%
Androgen receptor binding + 0.7628 76.28%
Thyroid receptor binding + 0.6611 66.11%
Glucocorticoid receptor binding + 0.7976 79.76%
Aromatase binding + 0.6695 66.95%
PPAR gamma + 0.8271 82.71%
Honey bee toxicity - 0.5957 59.57%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9934 99.34%

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 98.83% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.07% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.38% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.86% 92.94%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.36% 96.77%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 92.85% 95.83%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.39% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 92.00% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.67% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 89.66% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 88.95% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.98% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.56% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.00% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.64% 94.00%
CHEMBL1871 P10275 Androgen Receptor 86.04% 96.43%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.03% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.95% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.69% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.54% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.34% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.72% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 83.13% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.73% 96.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.66% 91.03%
CHEMBL1937 Q92769 Histone deacetylase 2 81.83% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.94% 97.25%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.92% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.76% 94.45%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.25% 95.00%

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 10986074
LOTUS LTS0012856
wikiData Q104401517