PlantaeDB Logo
Login Sign-up

Nobiloside

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

Top
Internal ID 674bc687-06c8-4f9e-821c-2f709c5d7c02
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
IUPAC Name (2S,3S,4R,5R,6R)-3-[(2R,3R,4S,5R,6S)-6-carboxy-3,5-dihydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-[[(3S,5R,10S,13R,14S,17R)-14-carboxy-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)C(=O)O)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(CO7)O)O)O)O)O)O)C)C)C(=O)O
SMILES (Isomeric) C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)O)O)O)C)C)C(=O)O
InChI InChI=1S/C47H72O19/c1-20(2)9-8-10-21(3)22-14-18-47(43(59)60)24-11-12-26-44(4,5)27(15-16-45(26,6)23(24)13-17-46(22,47)7)62-41-31(52)29(50)35(37(66-41)39(57)58)64-42-33(54)34(32(53)36(65-42)38(55)56)63-40-30(51)28(49)25(48)19-61-40/h9,21-22,25-37,40-42,48-54H,8,10-19H2,1-7H3,(H,55,56)(H,57,58)(H,59,60)/t21-,22-,25+,26+,27+,28+,29-,30-,31-,32-,33-,34+,35+,36+,37+,40+,41-,42-,45-,46-,47+/m1/s1
InChI Key YPXXUUWXJGOZRF-OWCKYAQWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C47H72O19
Molecular Weight 941.10 g/mol
Exact Mass 940.46678006 g/mol
Topological Polar Surface Area (TPSA) 309.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.84
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 13

Synonyms

Top
CHEMBL509709
BDBM50478507
(2S,3S,4R,5R,6R)-3-[(2R,3R,4S,5R,6S)-6-carboxy-3,5-dihydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-[[(3S,5R,10S,13R,14S,17R)-14-carboxy-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxane-2-carboxylic acid

2D Structure

Top
2D Structure of Nobiloside

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8884 88.84%
Caco-2 - 0.8766 87.66%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8773 87.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7112 71.12%
OATP1B3 inhibitior + 0.8325 83.25%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6308 63.08%
BSEP inhibitior + 0.9079 90.79%
P-glycoprotein inhibitior + 0.7503 75.03%
P-glycoprotein substrate + 0.5333 53.33%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8567 85.67%
CYP2C9 inhibition - 0.8263 82.63%
CYP2C19 inhibition - 0.9401 94.01%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.9184 91.84%
CYP2C8 inhibition + 0.6946 69.46%
CYP inhibitory promiscuity - 0.9441 94.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6001 60.01%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9042 90.42%
Skin irritation + 0.5676 56.76%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.7478 74.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7274 72.74%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5497 54.97%
skin sensitisation - 0.9052 90.52%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7719 77.19%
Acute Oral Toxicity (c) III 0.5555 55.55%
Estrogen receptor binding + 0.8198 81.98%
Androgen receptor binding + 0.7578 75.78%
Thyroid receptor binding - 0.5365 53.65%
Glucocorticoid receptor binding + 0.7409 74.09%
Aromatase binding + 0.6595 65.95%
PPAR gamma + 0.8000 80.00%
Honey bee toxicity - 0.7068 70.68%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6155 61.55%
Fish aquatic toxicity + 0.9836 98.36%

Targets

Top

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 97.19% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.81% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.54% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.34% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.74% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 90.96% 90.17%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 89.84% 92.78%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.67% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.98% 95.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.22% 90.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.10% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.91% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 86.91% 91.49%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.67% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.77% 92.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.10% 89.50%
CHEMBL5028 O14672 ADAM10 85.00% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.98% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.88% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.40% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.32% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 82.84% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.75% 93.56%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.25% 82.50%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.57% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.52% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.20% 96.47%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.98% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.78% 92.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.76% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.66% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.64% 97.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.55% 95.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.42% 95.50%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 21635714
LOTUS LTS0161318
wikiData Q104995407