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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,5S,6R,8R,11R,12R,13R,16S)-1,2,6-trimethyl-6-[3-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-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 c2ab8d49-f872-4512-9c4d-1656d961d4e9
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,5S,6R,8R,11R,12R,13R,16S)-1,2,6-trimethyl-6-[3-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-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(C4C6CCC7CC(C(CCC7(C6(CC5)C)C)C(=C)C)(C)CCC(=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](CC[C@]7([C@@]6(CC5)C)C)C(=C)C)(C)CCC(=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/C55H88O23/c1-23(2)27-11-16-55(51(70)78-50-44(68)40(64)37(61)32(75-50)22-71-47-45(69)41(65)46(31(21-57)74-47)77-48-42(66)38(62)35(59)25(5)72-48)18-17-54(8)29(34(27)55)10-9-26-19-52(6,28(24(3)4)12-15-53(26,54)7)14-13-33(58)76-49-43(67)39(63)36(60)30(20-56)73-49/h25-32,34-50,56-57,59-69H,1,3,9-22H2,2,4-8H3/t25-,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+,55-/m0/s1
InChI Key DPMCUGMVFHHODN-YNBZODGQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H88O23
Molecular Weight 1117.30 g/mol
Exact Mass 1116.57163905 g/mol
Topological Polar Surface Area (TPSA) 371.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -1.07
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 15

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,5S,6R,8R,11R,12R,13R,16S)-1,2,6-trimethyl-6-[3-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-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 - 0.8746 87.46%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7763 77.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8350 83.50%
OATP1B3 inhibitior + 0.8745 87.45%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6548 65.48%
BSEP inhibitior + 0.8711 87.11%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate + 0.6681 66.81%
CYP3A4 substrate + 0.7342 73.42%
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 + 0.7504 75.04%
CYP inhibitory promiscuity - 0.9488 94.88%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6919 69.19%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9005 90.05%
Skin irritation - 0.5444 54.44%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.6466 64.66%
Human Ether-a-go-go-Related Gene inhibition + 0.7737 77.37%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8645 86.45%
Acute Oral Toxicity (c) I 0.4138 41.38%
Estrogen receptor binding + 0.7999 79.99%
Androgen receptor binding + 0.7424 74.24%
Thyroid receptor binding + 0.5582 55.82%
Glucocorticoid receptor binding + 0.7478 74.78%
Aromatase binding + 0.6496 64.96%
PPAR gamma + 0.8228 82.28%
Honey bee toxicity - 0.6074 60.74%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
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 98.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.87% 96.09%
CHEMBL233 P35372 Mu opioid receptor 95.66% 97.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.77% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.37% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 92.12% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.99% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.85% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.23% 92.94%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.22% 89.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.06% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.18% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.06% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.85% 91.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.38% 94.45%
CHEMBL2243 O00519 Anandamide amidohydrolase 87.19% 97.53%
CHEMBL237 P41145 Kappa opioid receptor 86.40% 98.10%
CHEMBL2996 Q05655 Protein kinase C delta 86.36% 97.79%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.64% 95.83%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 85.56% 92.32%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.76% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.65% 93.04%
CHEMBL226 P30542 Adenosine A1 receptor 84.57% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.42% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.95% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.82% 97.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.68% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.48% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.41% 97.36%
CHEMBL2581 P07339 Cathepsin D 82.27% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.82% 94.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.35% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.27% 95.89%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.05% 99.17%

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 101095517
LOTUS LTS0051287
wikiData Q104986577