PlantaeDB Logo
Login Sign-up

[(3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,5R,6S,9S,10S,13S,16S,18R)-5,10-dihydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-3-enyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-16-yl]oxy]-4-hydroxyoxan-3-yl] 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

Top
Internal ID f868a56b-8f5e-4405-b1b0-7f94010cf576
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,5R,6S,9S,10S,13S,16S,18R)-5,10-dihydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-3-enyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-16-yl]oxy]-4-hydroxyoxan-3-yl] hydrogen sulfate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5C4=CC(C67C5(CCC6(C(OC7=O)(C)CCC=C(C)C)O)C)O)C)OS(=O)(=O)O)O)O)O)OC8C(C(C(C(O8)CO)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=C[C@@H]([C@@]67[C@]5(CC[C@@]6([C@](OC7=O)(C)CCC=C(C)C)O)C)O)C)OS(=O)(=O)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)OC)O)O
InChI InChI=1S/C54H86O26S/c1-23(2)11-10-15-52(8)53(66)18-17-51(7)25-12-13-30-49(4,5)32(14-16-50(30,6)26(25)19-31(57)54(51,53)48(65)79-52)75-47-43(35(60)29(22-71-47)80-81(67,68)69)78-44-37(62)36(61)40(24(3)72-44)76-46-39(64)42(34(59)28(21-56)74-46)77-45-38(63)41(70-9)33(58)27(20-55)73-45/h11,19,24-25,27-47,55-64,66H,10,12-18,20-22H2,1-9H3,(H,67,68,69)/t24-,25-,27-,28-,29-,30+,31+,32+,33-,34-,35+,36-,37-,38-,39-,40-,41+,42+,43-,44+,45+,46+,47+,50-,51+,52+,53+,54-/m1/s1
InChI Key SZNHDTLBYAHDNH-OUBNTSPISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C54H86O26S
Molecular Weight 1183.30 g/mol
Exact Mass 1182.51280402 g/mol
Topological Polar Surface Area (TPSA) 404.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -1.48
H-Bond Acceptor 25
H-Bond Donor 12
Rotatable Bonds 16

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,5R,6S,9S,10S,13S,16S,18R)-5,10-dihydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-3-enyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-16-yl]oxy]-4-hydroxyoxan-3-yl] hydrogen sulfate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8668 86.68%
Caco-2 - 0.8660 86.60%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5616 56.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8086 80.86%
OATP1B3 inhibitior + 0.9263 92.63%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9089 90.89%
P-glycoprotein inhibitior + 0.7450 74.50%
P-glycoprotein substrate + 0.7305 73.05%
CYP3A4 substrate + 0.7520 75.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
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 + 0.7661 76.61%
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 - 0.8984 89.84%
Skin irritation - 0.7505 75.05%
Skin corrosion - 0.9117 91.17%
Ames mutagenesis - 0.5370 53.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7520 75.20%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.5728 57.28%
skin sensitisation - 0.8445 84.45%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8208 82.08%
Acute Oral Toxicity (c) III 0.5789 57.89%
Estrogen receptor binding + 0.7745 77.45%
Androgen receptor binding + 0.7630 76.30%
Thyroid receptor binding + 0.6617 66.17%
Glucocorticoid receptor binding + 0.7906 79.06%
Aromatase binding + 0.6714 67.14%
PPAR gamma + 0.8264 82.64%
Honey bee toxicity - 0.6115 61.15%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9830 98.30%

Targets

Top

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
CHEMBL2581 P07339 Cathepsin D 98.20% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.93% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.30% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.76% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 93.80% 95.93%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 91.87% 95.83%
CHEMBL1937 Q92769 Histone deacetylase 2 91.43% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.25% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.32% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.94% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.01% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.87% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.67% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.21% 89.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.37% 91.03%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.15% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.15% 95.89%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.86% 89.44%
CHEMBL5255 O00206 Toll-like receptor 4 82.48% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.40% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.27% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.47% 96.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.22% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.20% 97.09%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.97% 89.67%
CHEMBL340 P08684 Cytochrome P450 3A4 80.68% 91.19%

Plants that contains it

Top
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

Top
PubChem 21669883
LOTUS LTS0092491
wikiData Q104397680