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(2R,3S,4R,5R,6S)-2-[(2S,3S,4R,5S,6S)-5-hydroxy-2-[(2Z,6E,10E)-11-[(2S,3S,4R,5S,6S)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-2,6,10-trimethylundeca-2,6,10-trienoxy]-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-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 8597242c-22b2-42cb-8145-8bdd88789b7f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2R,3S,4R,5R,6S)-2-[(2S,3S,4R,5S,6S)-5-hydroxy-2-[(2Z,6E,10E)-11-[(2S,3S,4R,5S,6S)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-2,6,10-trimethylundeca-2,6,10-trienoxy]-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)O)O)OCC(=CCCC(=CCCC(=COC4C(C(C(C(O4)CO)O)OC5C(C(C(C(O5)C)O)O)O)OC6C(C(C(C(O6)C)O)O)O)C)C)C)CO)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](O[C@@H]([C@H]2O[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)OC/C(=C\CC/C(=C/CC/C(=C/O[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)CO)O)O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)/C)/C)/C)CO)O)O)O)O
InChI InChI=1S/C50H84O28/c1-18(10-8-12-19(2)16-67-49-43(77-47-39(65)35(61)29(55)23(6)71-47)41(31(57)25(14-51)73-49)75-45-37(63)33(59)27(53)21(4)69-45)11-9-13-20(3)17-68-50-44(78-48-40(66)36(62)30(56)24(7)72-48)42(32(58)26(15-52)74-50)76-46-38(64)34(60)28(54)22(5)70-46/h10,13,16,21-66H,8-9,11-12,14-15,17H2,1-7H3/b18-10+,19-16+,20-13-/t21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33+,34+,35+,36+,37-,38-,39-,40-,41+,42+,43-,44-,45+,46+,47+,48+,49-,50-/m0/s1
InChI Key JTFUZUKZRPQJLA-BPZJIYQZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H84O28
Molecular Weight 1133.20 g/mol
Exact Mass 1132.51491202 g/mol
Topological Polar Surface Area (TPSA) 434.00 Ų
XlogP -4.00
Atomic LogP (AlogP) -5.62
H-Bond Acceptor 28
H-Bond Donor 16
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4R,5R,6S)-2-[(2S,3S,4R,5S,6S)-5-hydroxy-2-[(2Z,6E,10E)-11-[(2S,3S,4R,5S,6S)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-2,6,10-trimethylundeca-2,6,10-trienoxy]-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-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 - 0.6071 60.71%
Caco-2 - 0.8693 86.93%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8059 80.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8961 89.61%
OATP1B3 inhibitior + 0.8669 86.69%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8866 88.66%
P-glycoprotein inhibitior + 0.7266 72.66%
P-glycoprotein substrate - 0.7314 73.14%
CYP3A4 substrate + 0.6114 61.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8374 83.74%
CYP3A4 inhibition - 0.8888 88.88%
CYP2C9 inhibition - 0.9176 91.76%
CYP2C19 inhibition - 0.8565 85.65%
CYP2D6 inhibition - 0.9241 92.41%
CYP1A2 inhibition - 0.8684 86.84%
CYP2C8 inhibition - 0.5607 56.07%
CYP inhibitory promiscuity - 0.9237 92.37%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7046 70.46%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.7789 77.89%
Skin corrosion - 0.9654 96.54%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7650 76.50%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8878 88.78%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.6875 68.75%
Nephrotoxicity - 0.5532 55.32%
Acute Oral Toxicity (c) III 0.6631 66.31%
Estrogen receptor binding + 0.8171 81.71%
Androgen receptor binding + 0.6379 63.79%
Thyroid receptor binding + 0.6136 61.36%
Glucocorticoid receptor binding + 0.7445 74.45%
Aromatase binding + 0.6254 62.54%
PPAR gamma + 0.7784 77.84%
Honey bee toxicity - 0.5921 59.21%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8901 89.01%

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 96.92% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 90.96% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.06% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.28% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.64% 99.17%
CHEMBL3589 P55263 Adenosine kinase 85.33% 98.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.83% 89.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 84.75% 92.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.26% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.53% 91.24%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.25% 86.92%
CHEMBL2581 P07339 Cathepsin D 80.91% 98.95%

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.
Sapindus mukorossi

Cross-Links

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PubChem 162893523
LOTUS LTS0212267
wikiData Q105134757