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[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,2R,5R,6R,8R,11R,12R,13R,16S)-1,2-dimethyl-7-methylidene-6-[2-oxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-5,13-bis(prop-1-en-2-yl)tetracyclo[9.7.0.02,8.012,16]octadecane-16-carboxylate

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 473ef1c3-88bb-41ed-b6a6-20b669219403
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,2R,5R,6R,8R,11R,12R,13R,16S)-1,2-dimethyl-7-methylidene-6-[2-oxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-5,13-bis(prop-1-en-2-yl)tetracyclo[9.7.0.02,8.012,16]octadecane-16-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C(=C)C(C(CCC7(C6(CC5)C)C)C(=C)C)CC(=O)OC8C(C(C(C(O8)CO)O)O)O)C(=C)C)O)O)O)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@H]([C@@H]4[C@H]6CC[C@@H]7C(=C)[C@@H]([C@@H](CC[C@]7([C@@]6(CC5)C)C)C(=C)C)CC(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C(=C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C54H84O23/c1-21(2)25-11-13-52(7)28(23(5)27(25)17-33(57)75-49-43(66)39(62)36(59)30(18-55)72-49)9-10-29-34-26(22(3)4)12-14-54(34,16-15-53(29,52)8)51(69)77-50-44(67)40(63)37(60)32(74-50)20-70-47-45(68)41(64)46(31(19-56)73-47)76-48-42(65)38(61)35(58)24(6)71-48/h24-32,34-50,55-56,58-68H,1,3,5,9-20H2,2,4,6-8H3/t24-,25-,26-,27-,28+,29+,30+,31+,32+,34+,35-,36+,37+,38+,39-,40-,41+,42+,43+,44+,45+,46+,47+,48-,49-,50-,52+,53+,54-/m0/s1
InChI Key MVXNLPAASOMMSU-NHYOZTOQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H84O23
Molecular Weight 1101.20 g/mol
Exact Mass 1100.54033892 g/mol
Topological Polar Surface Area (TPSA) 371.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -1.68
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,2R,5R,6R,8R,11R,12R,13R,16S)-1,2-dimethyl-7-methylidene-6-[2-oxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-5,13-bis(prop-1-en-2-yl)tetracyclo[9.7.0.02,8.012,16]octadecane-16-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6193 61.93%
Caco-2 - 0.8719 87.19%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7763 77.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8270 82.70%
OATP1B3 inhibitior + 0.8745 87.45%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6548 65.48%
BSEP inhibitior + 0.9093 90.93%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate + 0.6247 62.47%
CYP3A4 substrate + 0.7238 72.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.9154 91.54%
CYP2C9 inhibition - 0.8507 85.07%
CYP2C19 inhibition - 0.8783 87.83%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.8681 86.81%
CYP2C8 inhibition + 0.7536 75.36%
CYP inhibitory promiscuity - 0.9488 94.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6919 69.19%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9003 90.03%
Skin irritation - 0.5444 54.44%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7901 79.01%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7848 78.48%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8616 86.16%
Acute Oral Toxicity (c) I 0.4138 41.38%
Estrogen receptor binding + 0.7950 79.50%
Androgen receptor binding + 0.7613 76.13%
Thyroid receptor binding + 0.5581 55.81%
Glucocorticoid receptor binding + 0.7445 74.45%
Aromatase binding + 0.6574 65.74%
PPAR gamma + 0.8092 80.92%
Honey bee toxicity - 0.6335 63.35%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9830 98.30%

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 98.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.71% 96.09%
CHEMBL233 P35372 Mu opioid receptor 93.90% 97.93%
CHEMBL226 P30542 Adenosine A1 receptor 93.65% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.43% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.80% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.37% 91.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.13% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.05% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.79% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.68% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.78% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 88.71% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.40% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.90% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.23% 94.45%
CHEMBL2243 O00519 Anandamide amidohydrolase 86.47% 97.53%
CHEMBL4072 P07858 Cathepsin B 86.02% 93.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.78% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.47% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.31% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.05% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.88% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.40% 97.33%
CHEMBL1871 P10275 Androgen Receptor 84.03% 96.43%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.89% 96.77%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 83.83% 80.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.19% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.11% 95.89%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.86% 92.32%
CHEMBL340 P08684 Cytochrome P450 3A4 81.60% 91.19%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.45% 95.83%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.28% 96.90%
CHEMBL3401 O75469 Pregnane X receptor 80.89% 94.73%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.88% 89.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.60% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.02% 96.38%

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.
Eleutherococcus divaricatus

Cross-Links

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PubChem 163191813
LOTUS LTS0214458
wikiData Q105173421