(2E,4E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhepta-2,4-dienoic acid

Details

Top
Internal ID 8cdeb21a-bf9f-49a2-8053-8336727e83a5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2E,4E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhepta-2,4-dienoic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC56CC57CCC8(C(CCC8(C7CCC6C4(C)C)C)C(C)C=CC=C(C)C(=O)O)C)CO)O)OC9C(C(C(C(O9)CO)O)O)O)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)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]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]56C[C@]57CC[C@@]8([C@H](CC[C@]8([C@@H]7CC[C@H]6C4(C)C)C)[C@H](C)/C=C/C=C(\C)/C(=O)O)C)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C60H96O27/c1-24(9-8-10-25(2)50(76)77)27-13-15-58(7)33-12-11-32-56(4,5)34(14-16-59(32)23-60(33,59)18-17-57(27,58)6)84-55-49(47(39(68)30(21-63)82-55)85-53-46(75)42(71)37(66)29(20-62)81-53)87-54-48(86-52-45(74)40(69)35(64)26(3)79-52)43(72)38(67)31(83-54)22-78-51-44(73)41(70)36(65)28(19-61)80-51/h8-10,24,26-49,51-55,61-75H,11-23H2,1-7H3,(H,76,77)/b9-8+,25-10+/t24-,26+,27-,28-,29-,30-,31-,32+,33+,34+,35+,36-,37-,38-,39-,40-,41+,42+,43+,44-,45-,46-,47+,48-,49-,51-,52+,53+,54+,55+,57-,58+,59-,60+/m1/s1
InChI Key PKFILTNFIVXAID-ZNJXRKDXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C60H96O27
Molecular Weight 1249.40 g/mol
Exact Mass 1248.61389778 g/mol
Topological Polar Surface Area (TPSA) 433.00 Ų
XlogP 0.10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2E,4E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhepta-2,4-dienoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
No predicted properties yet!

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.46% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.90% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.79% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.62% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 93.36% 98.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.49% 96.61%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.90% 95.58%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.41% 96.21%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 88.49% 97.47%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.79% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.32% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 87.11% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.56% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.13% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.04% 99.17%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 85.81% 97.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.69% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.61% 96.47%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.91% 96.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.56% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.38% 95.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.08% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.15% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.99% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.95% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.61% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.55% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.54% 96.77%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.13% 97.36%
CHEMBL4683 Q12884 Fibroblast activation protein alpha 81.90% 93.07%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.53% 93.04%
CHEMBL220 P22303 Acetylcholinesterase 81.03% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 80.81% 90.17%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 80.38% 97.88%

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.
Mussaenda macrophylla

Cross-Links

Top
PubChem 21672203
LOTUS LTS0137512
wikiData Q105210393