PlantaeDB Logo
Login Sign-up

Borealoside C

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 58be6454-ca9c-4275-b530-2b368ddf094e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-17-[(2R,5S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-methoxyoxan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15-tetrol
SMILES (Canonical) CC(C)C(CCC(C)C1CC(C2C1(CCC3C2(CC(C4C3(CCC(C4)O)C)O)O)C)O)OC5C(C(C(CO5)O)OC)O
SMILES (Isomeric) C[C@H](CC[C@@H](C(C)C)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)OC)O)[C@H]2C[C@@H]([C@@H]3[C@@]2(CC[C@H]4[C@]3(C[C@@H]([C@@H]5[C@@]4(CC[C@@H](C5)O)C)O)O)C)O
InChI InChI=1S/C33H58O9/c1-17(2)25(42-30-27(38)28(40-6)24(37)16-41-30)8-7-18(3)20-14-22(35)29-32(20,5)12-10-26-31(4)11-9-19(34)13-21(31)23(36)15-33(26,29)39/h17-30,34-39H,7-16H2,1-6H3/t18-,19+,20-,21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31+,32-,33+/m1/s1
InChI Key PBCGIJBWPSEVKN-SMHIHPMASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C33H58O9
Molecular Weight 598.80 g/mol
Exact Mass 598.40808342 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.61
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

Top
(3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-17-((2R,5S)-5-((2S,3R,4S,5R)-3,5-dihydroxy-4-methoxyoxan-2-yl)oxy-6-methylheptan-2-yl)-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta(a)phenanthrene-3,6,8,15-tetrol
(3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-17-[(2R,5S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-methoxyoxan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15-tetrol
(3S,6S,8S,10S,13R,15S,17R)-17-((2R,5S)-5-((2S,3R,4S,5R)-3,5-dihydroxy-4-methoxyoxan-2-yl)oxy-6-methylheptan-2-yl)-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta(a)phenanthrene-3,6,8,15-tetrol
(3S,6S,8S,10S,13R,15S,17R)-17-[(2R,5S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-methoxyoxan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15-tetrol
RefChem:120986
143016-86-8
CHEMBL507782

2D Structure

Top
2D Structure of Borealoside C

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8144 81.44%
Caco-2 - 0.8399 83.99%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6730 67.30%
OATP2B1 inhibitior - 0.5788 57.88%
OATP1B1 inhibitior + 0.8123 81.23%
OATP1B3 inhibitior + 0.8924 89.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior - 0.8280 82.80%
P-glycoprotein inhibitior + 0.6206 62.06%
P-glycoprotein substrate + 0.6583 65.83%
CYP3A4 substrate + 0.7376 73.76%
CYP2C9 substrate - 0.7981 79.81%
CYP2D6 substrate - 0.8250 82.50%
CYP3A4 inhibition - 0.8773 87.73%
CYP2C9 inhibition - 0.7817 78.17%
CYP2C19 inhibition - 0.8477 84.77%
CYP2D6 inhibition - 0.9535 95.35%
CYP1A2 inhibition - 0.8446 84.46%
CYP2C8 inhibition + 0.4694 46.94%
CYP inhibitory promiscuity - 0.9162 91.62%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7288 72.88%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9183 91.83%
Skin irritation - 0.6985 69.85%
Skin corrosion - 0.9526 95.26%
Ames mutagenesis - 0.5578 55.78%
Human Ether-a-go-go-Related Gene inhibition - 0.3872 38.72%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7731 77.31%
skin sensitisation - 0.9148 91.48%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8555 85.55%
Acute Oral Toxicity (c) I 0.4868 48.68%
Estrogen receptor binding + 0.5923 59.23%
Androgen receptor binding + 0.6614 66.14%
Thyroid receptor binding - 0.6072 60.72%
Glucocorticoid receptor binding + 0.5681 56.81%
Aromatase binding + 0.5853 58.53%
PPAR gamma + 0.5750 57.50%
Honey bee toxicity - 0.6365 63.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8105 81.05%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.85% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.57% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.15% 95.93%
CHEMBL204 P00734 Thrombin 95.65% 96.01%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.47% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.82% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.06% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.95% 95.58%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.23% 95.89%
CHEMBL233 P35372 Mu opioid receptor 90.21% 97.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.73% 82.69%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 86.80% 95.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.59% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.35% 96.77%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 86.13% 92.50%
CHEMBL237 P41145 Kappa opioid receptor 86.06% 98.10%
CHEMBL221 P23219 Cyclooxygenase-1 85.94% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.87% 85.31%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.85% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.77% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.22% 97.28%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.92% 92.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.90% 100.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.67% 95.17%
CHEMBL4581 P52732 Kinesin-like protein 1 84.61% 93.18%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 84.56% 95.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.49% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.41% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.96% 89.05%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.36% 90.71%
CHEMBL1871 P10275 Androgen Receptor 82.82% 96.43%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.89% 92.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.59% 89.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.48% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.02% 91.03%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.91% 83.10%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.17% 99.17%

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 11664368
LOTUS LTS0150625
wikiData Q105205059