(2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5S,6R)-5-hydroxy-2-[(2E,6E,11R)-12-[(2S,3S,4R,5S,6S)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7,11-trimethyldodeca-2,6-dienoxy]-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol

Details

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Internal ID 45114e3e-d14d-48b6-977b-0110d508f2fa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5S,6R)-5-hydroxy-2-[(2E,6E,11R)-12-[(2S,3S,4R,5S,6S)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7,11-trimethyldodeca-2,6-dienoxy]-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-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=C(C)CCC=C(C)CCCC(C)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)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(\C)/CC/C=C(\C)/CCC[C@@H](C)CO[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)CO)O)O)O)O
InChI InChI=1S/C51H88O28/c1-19(11-9-13-21(3)18-69-51-45(79-49-41(67)37(63)31(57)25(7)73-49)43(33(59)27(17-53)75-51)77-47-39(65)35(61)29(55)23(5)71-47)10-8-12-20(2)14-15-68-50-44(78-48-40(66)36(62)30(56)24(6)72-48)42(32(58)26(16-52)74-50)76-46-38(64)34(60)28(54)22(4)70-46/h10,14,21-67H,8-9,11-13,15-18H2,1-7H3/b19-10+,20-14+/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-,51+/m1/s1
InChI Key CEHGKENYDAWPIF-IFTJKCKBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C51H88O28
Molecular Weight 1149.20 g/mol
Exact Mass 1148.54621215 g/mol
Topological Polar Surface Area (TPSA) 434.00 Ų
XlogP -3.80
Atomic LogP (AlogP) -5.49
H-Bond Acceptor 28
H-Bond Donor 16
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5S,6R)-5-hydroxy-2-[(2E,6E,11R)-12-[(2S,3S,4R,5S,6S)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7,11-trimethyldodeca-2,6-dienoxy]-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-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 - 0.8708 87.08%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8059 80.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8853 88.53%
OATP1B3 inhibitior + 0.8669 86.69%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8132 81.32%
P-glycoprotein inhibitior + 0.7244 72.44%
P-glycoprotein substrate - 0.5808 58.08%
CYP3A4 substrate + 0.6535 65.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8395 83.95%
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 - 0.6563 65.63%
CYP inhibitory promiscuity - 0.9237 92.37%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7046 70.46%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9023 90.23%
Skin irritation - 0.7789 77.89%
Skin corrosion - 0.9654 96.54%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7464 74.64%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8878 88.78%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.6875 68.75%
Nephrotoxicity - 0.7879 78.79%
Acute Oral Toxicity (c) III 0.6631 66.31%
Estrogen receptor binding + 0.8242 82.42%
Androgen receptor binding + 0.5983 59.83%
Thyroid receptor binding + 0.6013 60.13%
Glucocorticoid receptor binding + 0.7241 72.41%
Aromatase binding + 0.6551 65.51%
PPAR gamma + 0.7669 76.69%
Honey bee toxicity - 0.7156 71.56%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6700 67.00%
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 97.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.86% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 92.68% 94.73%
CHEMBL2581 P07339 Cathepsin D 92.34% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.95% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.53% 97.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.19% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.44% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.30% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.56% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.49% 97.36%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.03% 95.58%
CHEMBL226 P30542 Adenosine A1 receptor 80.85% 95.93%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.82% 92.08%
CHEMBL3589 P55263 Adenosine kinase 80.19% 98.05%

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
Sapindus rarak

Cross-Links

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PubChem 162876396
LOTUS LTS0240273
wikiData Q104955682