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(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-6-[(2Z,6E,10E,14S)-14-[(2S,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]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-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 bb7e8bc3-8f40-4d9b-8e02-c88e932694bf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-6-[(2Z,6E,10E,14S)-14-[(2S,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]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C50H84O25/c1-8-50(7,75-48-42(65)38(61)43(28(19-52)71-48)73-46-40(63)35(58)31(54)26(6)69-46)17-11-16-23(3)13-9-12-22(2)14-10-15-24(4)20-66-49-44(74-47-41(64)36(59)32(55)27(18-51)70-47)37(60)33(56)29(72-49)21-67-45-39(62)34(57)30(53)25(5)68-45/h8,12,15-16,25-49,51-65H,1,9-11,13-14,17-21H2,2-7H3/b22-12+,23-16+,24-15-/t25-,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 MUGQNZAURNFBEA-BQELEDQXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C50H84O25
Molecular Weight 1085.20 g/mol
Exact Mass 1084.53016816 g/mol
Topological Polar Surface Area (TPSA) 396.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -3.73
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 24

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-6-[(2Z,6E,10E,14S)-14-[(2S,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]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-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 - 0.7291 72.91%
Caco-2 - 0.8698 86.98%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.7906 79.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8667 86.67%
OATP1B3 inhibitior + 0.8227 82.27%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9378 93.78%
P-glycoprotein inhibitior + 0.7383 73.83%
P-glycoprotein substrate - 0.5628 56.28%
CYP3A4 substrate + 0.6788 67.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8353 83.53%
CYP3A4 inhibition - 0.9241 92.41%
CYP2C9 inhibition - 0.8670 86.70%
CYP2C19 inhibition - 0.8488 84.88%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8844 88.44%
CYP2C8 inhibition + 0.6303 63.03%
CYP inhibitory promiscuity - 0.9295 92.95%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6905 69.05%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.6920 69.20%
Skin corrosion - 0.9559 95.59%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8431 84.31%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6674 66.74%
skin sensitisation - 0.8837 88.37%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.7514 75.14%
Acute Oral Toxicity (c) III 0.6191 61.91%
Estrogen receptor binding + 0.8018 80.18%
Androgen receptor binding + 0.6106 61.06%
Thyroid receptor binding + 0.5905 59.05%
Glucocorticoid receptor binding + 0.7407 74.07%
Aromatase binding + 0.6396 63.96%
PPAR gamma + 0.7881 78.81%
Honey bee toxicity - 0.5608 56.08%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9493 94.93%

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 97.55% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.03% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.81% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 93.68% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.08% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.47% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.95% 99.17%
CHEMBL2581 P07339 Cathepsin D 87.12% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.83% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 83.38% 95.93%
CHEMBL1951 P21397 Monoamine oxidase A 83.10% 91.49%
CHEMBL3589 P55263 Adenosine kinase 82.77% 98.05%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 82.58% 83.57%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.20% 96.90%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.83% 95.50%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.55% 92.08%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.24% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.04% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.02% 97.09%

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.
Nicotiana tabacum

Cross-Links

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PubChem 163035814
LOTUS LTS0222427
wikiData Q105172332