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(2R,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-2-[(2E,6E,11R)-12-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7,11-trimethyldodeca-2,6-dienoxy]-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 0a376162-16ad-4237-aeb0-bbcbd6b4122f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2R,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-2-[(2E,6E,11R)-12-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7,11-trimethyldodeca-2,6-dienoxy]-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)OCC=C(C)CCC=C(C)CCCC(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)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)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/C45H78O24/c1-18(10-8-12-20(3)17-61-44-39(34(56)29(51)24(15-46)65-44)68-42-36(58)32(54)27(49)22(5)63-42)9-7-11-19(2)13-14-60-45-40(69-43-37(59)33(55)28(50)23(6)64-43)38(30(52)25(16-47)66-45)67-41-35(57)31(53)26(48)21(4)62-41/h9,13,20-59H,7-8,10-12,14-17H2,1-6H3/b18-9+,19-13+/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-,45-/m1/s1
InChI Key JSYYAMDDWSARPO-WQLPLBRJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H78O24
Molecular Weight 1003.10 g/mol
Exact Mass 1002.48830335 g/mol
Topological Polar Surface Area (TPSA) 376.00 Ų
XlogP -2.70
Atomic LogP (AlogP) -4.35
H-Bond Acceptor 24
H-Bond Donor 14
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-2-[(2E,6E,11R)-12-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7,11-trimethyldodeca-2,6-dienoxy]-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 - 0.8724 87.24%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8191 81.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8781 87.81%
OATP1B3 inhibitior + 0.8646 86.46%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8196 81.96%
P-glycoprotein inhibitior + 0.7125 71.25%
P-glycoprotein substrate - 0.5674 56.74%
CYP3A4 substrate + 0.6638 66.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8395 83.95%
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 - 0.6163 61.63%
CYP inhibitory promiscuity - 0.9139 91.39%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7089 70.89%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9048 90.48%
Skin irritation - 0.7578 75.78%
Skin corrosion - 0.9653 96.53%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7440 74.40%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.9030 90.30%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.8385 83.85%
Acute Oral Toxicity (c) III 0.6366 63.66%
Estrogen receptor binding + 0.8109 81.09%
Androgen receptor binding + 0.5758 57.58%
Thyroid receptor binding + 0.5750 57.50%
Glucocorticoid receptor binding + 0.6754 67.54%
Aromatase binding + 0.6514 65.14%
PPAR gamma + 0.7498 74.98%
Honey bee toxicity - 0.7107 71.07%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7000 70.00%
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 97.10% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 92.94% 94.73%
CHEMBL2581 P07339 Cathepsin D 92.65% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.96% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.13% 97.36%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.49% 93.56%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 86.64% 95.58%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.53% 96.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.31% 97.29%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.02% 96.47%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.52% 97.86%
CHEMBL226 P30542 Adenosine A1 receptor 83.16% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.75% 89.00%
CHEMBL3589 P55263 Adenosine kinase 80.72% 98.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.23% 95.89%

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 163039566
LOTUS LTS0062322
wikiData Q105134662