PlantaeDB Logo
Login Sign-up

(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-6-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 f5f5236c-5a5e-49d7-88c0-9ad5370b4286
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-6-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(CCC(C(C)(C)O)O)C1C(CC2(C1(CCC34C2CC(C5C3(C4)CCC(C5(C)C)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)O
SMILES (Isomeric) C[C@H](CC[C@@H](C(C)(C)O)O)[C@H]1[C@H](C[C@@]2([C@@]1(CC[C@]34[C@H]2C[C@@H]([C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)O
InChI InChI=1S/C47H80O19/c1-20(8-9-27(52)43(4,5)60)29-21(50)15-45(7)26-14-23(62-39-35(58)33(56)31(54)24(16-48)63-39)38-42(2,3)28(10-11-47(38)19-46(26,47)13-12-44(29,45)6)65-41-37(30(53)22(51)18-61-41)66-40-36(59)34(57)32(55)25(17-49)64-40/h20-41,48-60H,8-19H2,1-7H3/t20-,21+,22-,23+,24-,25-,26+,27+,28+,29+,30+,31-,32-,33+,34+,35-,36-,37-,38+,39-,40+,41+,44-,45+,46+,47-/m1/s1
InChI Key ZRXJGTTWCBNHHS-QOBVJVAYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C47H80O19
Molecular Weight 949.10 g/mol
Exact Mass 948.52938032 g/mol
Topological Polar Surface Area (TPSA) 318.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -1.61
H-Bond Acceptor 19
H-Bond Donor 13
Rotatable Bonds 13

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-6-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4805 48.05%
Caco-2 - 0.8833 88.33%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5846 58.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8332 83.32%
OATP1B3 inhibitior + 0.9122 91.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.6461 64.61%
P-glycoprotein inhibitior + 0.7525 75.25%
P-glycoprotein substrate + 0.5665 56.65%
CYP3A4 substrate + 0.7286 72.86%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8301 83.01%
CYP3A4 inhibition - 0.9472 94.72%
CYP2C9 inhibition - 0.7996 79.96%
CYP2C19 inhibition - 0.8391 83.91%
CYP2D6 inhibition - 0.9505 95.05%
CYP1A2 inhibition - 0.8918 89.18%
CYP2C8 inhibition + 0.6580 65.80%
CYP inhibitory promiscuity - 0.9671 96.71%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6868 68.68%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9052 90.52%
Skin irritation - 0.7152 71.52%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.6348 63.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7566 75.66%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6872 68.72%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.9114 91.14%
Acute Oral Toxicity (c) I 0.6066 60.66%
Estrogen receptor binding + 0.7365 73.65%
Androgen receptor binding + 0.7468 74.68%
Thyroid receptor binding - 0.5664 56.64%
Glucocorticoid receptor binding + 0.6107 61.07%
Aromatase binding + 0.6483 64.83%
PPAR gamma + 0.7485 74.85%
Honey bee toxicity - 0.5897 58.97%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8024 80.24%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.64% 97.25%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 98.81% 95.58%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.90% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.95% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.47% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 95.15% 92.88%
CHEMBL226 P30542 Adenosine A1 receptor 94.76% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.18% 96.61%
CHEMBL284 P27487 Dipeptidyl peptidase IV 92.14% 95.69%
CHEMBL2996 Q05655 Protein kinase C delta 91.28% 97.79%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 91.24% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 90.91% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.82% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.25% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.51% 91.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.51% 97.14%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 88.61% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.61% 96.47%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 88.06% 99.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.69% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 87.65% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.53% 92.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.30% 96.77%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.05% 97.29%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.97% 82.50%
CHEMBL237 P41145 Kappa opioid receptor 85.94% 98.10%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.76% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.67% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.50% 90.24%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 84.32% 92.86%
CHEMBL4581 P52732 Kinesin-like protein 1 83.86% 93.18%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.52% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.19% 98.75%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.18% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.79% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.37% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 82.37% 99.43%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.06% 98.05%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.95% 91.03%
CHEMBL259 P32245 Melanocortin receptor 4 81.06% 95.38%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.49% 97.50%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 80.44% 97.86%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.37% 92.78%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.09% 92.62%
CHEMBL4302 P08183 P-glycoprotein 1 80.04% 92.98%
CHEMBL233 P35372 Mu opioid receptor 80.01% 97.93%

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.
Astragalus melanophrurius
Astragalus tragacantha

Cross-Links

Top
PubChem 21633196
LOTUS LTS0200215
wikiData Q105382309