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(2R,3S,4R,5R,6S)-2-[(2S,3S,4R,5S,6S)-2-[(1E,5E,9Z)-11-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6,10-trimethylundeca-1,5,9-trienoxy]-5-hydroxy-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 ac6803ef-8e6d-4929-a7c5-560984b44999
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2R,3S,4R,5R,6S)-2-[(2S,3S,4R,5S,6S)-2-[(1E,5E,9Z)-11-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6,10-trimethylundeca-1,5,9-trienoxy]-5-hydroxy-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)OC=C(C)CCC=C(C)CCC=C(C)COC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)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)O/C=C(\C)/CC/C=C(\C)/CC/C=C(/C)\CO[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)CO)O)O)O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)CO)O)O)O)O
InChI InChI=1S/C44H74O24/c1-17(9-7-11-18(2)15-59-43-38(33(55)28(50)23(13-45)64-43)67-41-35(57)31(53)26(48)21(5)62-41)10-8-12-19(3)16-60-44-39(68-42-36(58)32(54)27(49)22(6)63-42)37(29(51)24(14-46)65-44)66-40-34(56)30(52)25(47)20(4)61-40/h10-11,16,20-58H,7-9,12-15H2,1-6H3/b17-10+,18-11-,19-16+/t20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30+,31+,32+,33+,34-,35-,36-,37+,38-,39-,40+,41+,42+,43-,44-/m0/s1
InChI Key OUMVTVIIJUIDOO-MJVOIARISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C44H74O24
Molecular Weight 987.00 g/mol
Exact Mass 986.45700322 g/mol
Topological Polar Surface Area (TPSA) 376.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -4.47
H-Bond Acceptor 24
H-Bond Donor 14
Rotatable Bonds 19

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)-2-[(1E,5E,9Z)-11-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6,10-trimethylundeca-1,5,9-trienoxy]-5-hydroxy-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 - 0.7575 75.75%
Caco-2 - 0.8728 87.28%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8191 81.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8880 88.80%
OATP1B3 inhibitior + 0.8646 86.46%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9273 92.73%
P-glycoprotein inhibitior + 0.7127 71.27%
P-glycoprotein substrate - 0.7125 71.25%
CYP3A4 substrate + 0.6271 62.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8374 83.74%
CYP3A4 inhibition - 0.8997 89.97%
CYP2C9 inhibition - 0.9036 90.36%
CYP2C19 inhibition - 0.8398 83.98%
CYP2D6 inhibition - 0.9188 91.88%
CYP1A2 inhibition - 0.8670 86.70%
CYP2C8 inhibition + 0.4743 47.43%
CYP inhibitory promiscuity - 0.9139 91.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7089 70.89%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9052 90.52%
Skin irritation - 0.7578 75.78%
Skin corrosion - 0.9653 96.53%
Ames mutagenesis - 0.6754 67.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7756 77.56%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.9030 90.30%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.6348 63.48%
Acute Oral Toxicity (c) III 0.6366 63.66%
Estrogen receptor binding + 0.8136 81.36%
Androgen receptor binding + 0.6199 61.99%
Thyroid receptor binding + 0.5759 57.59%
Glucocorticoid receptor binding + 0.6930 69.30%
Aromatase binding + 0.6154 61.54%
PPAR gamma + 0.7436 74.36%
Honey bee toxicity - 0.5990 59.90%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9038 90.38%

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 96.98% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.43% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 91.28% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.22% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.99% 99.17%
CHEMBL3589 P55263 Adenosine kinase 85.75% 98.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.05% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.07% 89.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 84.05% 92.08%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.89% 91.24%
CHEMBL2581 P07339 Cathepsin D 81.59% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.41% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.11% 86.92%

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 163026704
LOTUS LTS0067243
wikiData Q105200280