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(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17R)-6,12,17-trihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]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

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Internal ID 59d38b15-615e-4f09-82a8-cecc5f668ac5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17R)-6,12,17-trihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1(CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)O)C)O)C)O)OC7C(C(C(C(O7)CO)O)O)O)C
SMILES (Isomeric) CC(=CCC[C@@](C)([C@]1(CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)C)O)C)O)C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
InChI InChI=1S/C48H82O20/c1-21(2)10-9-12-47(8,68-42-37(61)33(57)30(54)25(19-50)65-42)48(62)15-14-45(6)39(48)22(51)16-27-44(5)13-11-28(43(3,4)38(44)23(52)17-46(27,45)7)67-41-36(60)34(58)31(55)26(66-41)20-63-40-35(59)32(56)29(53)24(18-49)64-40/h10,22-42,49-62H,9,11-20H2,1-8H3/t22-,23+,24-,25-,26-,27-,28+,29-,30-,31-,32+,33+,34+,35-,36-,37-,38+,39+,40-,41+,42+,44-,45-,46-,47+,48-/m1/s1
InChI Key JWKIXCPHWOVYQC-ICMMTOAXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H82O20
Molecular Weight 979.20 g/mol
Exact Mass 978.53994500 g/mol
Topological Polar Surface Area (TPSA) 339.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.94
H-Bond Acceptor 20
H-Bond Donor 14
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17R)-6,12,17-trihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6877 68.77%
Caco-2 - 0.8977 89.77%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8352 83.52%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7285 72.85%
P-glycoprotein inhibitior + 0.7550 75.50%
P-glycoprotein substrate - 0.5943 59.43%
CYP3A4 substrate + 0.7292 72.92%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.8671 86.71%
CYP2C19 inhibition - 0.9036 90.36%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9057 90.57%
CYP2C8 inhibition + 0.6562 65.62%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9036 90.36%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7939 79.39%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5824 58.24%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity + 0.6131 61.31%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7994 79.94%
Androgen receptor binding + 0.7426 74.26%
Thyroid receptor binding - 0.4900 49.00%
Glucocorticoid receptor binding + 0.7142 71.42%
Aromatase binding + 0.6577 65.77%
PPAR gamma + 0.7895 78.95%
Honey bee toxicity - 0.6216 62.16%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9172 91.72%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.69% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.99% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.64% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.13% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.55% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.87% 97.79%
CHEMBL259 P32245 Melanocortin receptor 4 89.54% 95.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.73% 95.50%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 88.67% 92.50%
CHEMBL1914 P06276 Butyrylcholinesterase 88.51% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.42% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.93% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.58% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.24% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.90% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.78% 86.33%
CHEMBL4581 P52732 Kinesin-like protein 1 85.64% 93.18%
CHEMBL1871 P10275 Androgen Receptor 85.46% 96.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.95% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.47% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.08% 96.90%
CHEMBL1937 Q92769 Histone deacetylase 2 83.93% 94.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.70% 96.61%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.30% 82.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.08% 95.83%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.92% 89.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.73% 92.62%
CHEMBL4015 P41597 C-C chemokine receptor type 2 80.65% 98.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.65% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.64% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.60% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.41% 93.04%
CHEMBL2581 P07339 Cathepsin D 80.20% 98.95%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.11% 91.03%

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.
Cyclanthera pedata

Cross-Links

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PubChem 100997712
LOTUS LTS0116775
wikiData Q105136199