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nicotianoside I

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 7a58a057-2c00-4685-ab7e-ba473cd3f3d2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 3-[[(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]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC(C)(CCC=C(C)CCC=C(C)CCC=C(C)COC3C(C(C(C(O3)COC(=O)CC(=O)O)O)O)O)C=C)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O[C@@](C)(CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/C)\CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)CC(=O)O)O)O)O)C=C)CO)O)O)O
InChI InChI=1S/C41H66O19/c1-7-41(6,60-40-36(53)33(50)37(25(18-42)57-40)59-39-35(52)31(48)29(46)24(5)56-39)16-10-15-22(3)12-8-11-21(2)13-9-14-23(4)19-55-38-34(51)32(49)30(47)26(58-38)20-54-28(45)17-27(43)44/h7,11,14-15,24-26,29-40,42,46-53H,1,8-10,12-13,16-20H2,2-6H3,(H,43,44)/b21-11+,22-15+,23-14-/t24-,25+,26+,29-,30+,31+,32-,33+,34+,35+,36+,37+,38+,39-,40-,41+/m0/s1
InChI Key KRFDPNKVOGWOGC-XUFRIGHPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H66O19
Molecular Weight 862.90 g/mol
Exact Mass 862.41982987 g/mol
Topological Polar Surface Area (TPSA) 301.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.38
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 22

Synonyms

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(3S,6E,10E,14Z)-16-{[6-O-(carboxyacetyl)-beta-D-glucopyranosyl]oxy}-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraen-3-yl 4-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
CHEBI:67242
Q27135713

2D Structure

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2D Structure of nicotianoside I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6223 62.23%
Caco-2 - 0.8691 86.91%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8467 84.67%
OATP2B1 inhibitior - 0.8668 86.68%
OATP1B1 inhibitior + 0.8495 84.95%
OATP1B3 inhibitior + 0.8232 82.32%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5798 57.98%
BSEP inhibitior + 0.9709 97.09%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate - 0.5117 51.17%
CYP3A4 substrate + 0.6891 68.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8916 89.16%
CYP3A4 inhibition - 0.7734 77.34%
CYP2C9 inhibition - 0.8779 87.79%
CYP2C19 inhibition - 0.8811 88.11%
CYP2D6 inhibition - 0.9449 94.49%
CYP1A2 inhibition - 0.9073 90.73%
CYP2C8 inhibition + 0.6516 65.16%
CYP inhibitory promiscuity - 0.9788 97.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6994 69.94%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9066 90.66%
Skin irritation - 0.6006 60.06%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.6754 67.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7928 79.28%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6993 69.93%
skin sensitisation - 0.8926 89.26%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7789 77.89%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.8209 82.09%
Androgen receptor binding + 0.5706 57.06%
Thyroid receptor binding + 0.5277 52.77%
Glucocorticoid receptor binding + 0.7430 74.30%
Aromatase binding + 0.6804 68.04%
PPAR gamma + 0.7623 76.23%
Honey bee toxicity - 0.6070 60.70%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9627 96.27%

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 97.16% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.72% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.57% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.50% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 92.00% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.62% 96.61%
CHEMBL2581 P07339 Cathepsin D 89.55% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.79% 86.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.58% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 86.43% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.27% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.91% 96.90%
CHEMBL5255 O00206 Toll-like receptor 4 84.90% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.87% 94.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.60% 96.47%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.61% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.90% 89.00%
CHEMBL220 P22303 Acetylcholinesterase 81.57% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.26% 95.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.45% 94.00%

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 attenuata

Cross-Links

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PubChem 71296136
LOTUS LTS0133116
wikiData Q27135713