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Bryonioside 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

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Internal ID ffa9d8b9-ef90-47a0-9c2e-5e954b1db303
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [(2S,3R,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,8S,9R,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4C(=CCC5C4(C(=O)CC6(C5(CCC6C(C)CCC(C(C)(C)O)O)C)C)C)C3(C)C)CO)O)O)O)O)OC(=O)C
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@@H]4C(=CC[C@@H]5[C@]4(C(=O)C[C@]6([C@]5(CC[C@@H]6[C@H](C)CC[C@H](C(C)(C)O)O)C)C)C)C3(C)C)CO)O)O)O)O)OC(=O)C
InChI InChI=1S/C44H72O14/c1-21(11-15-29(47)41(6,7)53)24-17-18-42(8)28-14-12-25-26(44(28,10)30(48)19-43(24,42)9)13-16-31(40(25,4)5)57-39-37(33(50)32(49)27(20-45)56-39)58-38-35(52)34(51)36(22(2)54-38)55-23(3)46/h12,21-22,24,26-29,31-39,45,47,49-53H,11,13-20H2,1-10H3/t21-,22+,24-,26-,27-,28+,29-,31+,32-,33+,34+,35-,36+,37-,38+,39+,42+,43-,44+/m1/s1
InChI Key UMAHJKNVOBUTJL-BBFQHCCVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C44H72O14
Molecular Weight 825.00 g/mol
Exact Mass 824.49220697 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.93
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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CHEMBL454236
UMAHJKNVOBUTJL-BBFQHCCVSA-
InChI=1/C44H72O14/c1-21(11-15-29(47)41(6,7)53)24-17-18-42(8)28-14-12-25-26(44(28,10)30(48)19-43(24,42)9)13-16-31(40(25,4)5)57-39-37(33(50)32(49)27(20-45)56-39)58-38-35(52)34(51)36(22(2)54-38)55-23(3)46/h12,21-22,24,26-29,31-39,45,47,49-53H,11,13-20H2,1-10

2D Structure

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2D Structure of Bryonioside C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8623 86.23%
Caco-2 - 0.8803 88.03%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8702 87.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8045 80.45%
OATP1B3 inhibitior - 0.2335 23.35%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5558 55.58%
BSEP inhibitior + 0.7666 76.66%
P-glycoprotein inhibitior + 0.7713 77.13%
P-glycoprotein substrate + 0.5910 59.10%
CYP3A4 substrate + 0.7400 74.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8893 88.93%
CYP3A4 inhibition - 0.8000 80.00%
CYP2C9 inhibition - 0.8267 82.67%
CYP2C19 inhibition - 0.9411 94.11%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.9106 91.06%
CYP2C8 inhibition + 0.6540 65.40%
CYP inhibitory promiscuity - 0.9457 94.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5880 58.80%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9103 91.03%
Skin irritation + 0.5550 55.50%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7049 70.49%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6042 60.42%
skin sensitisation - 0.9176 91.76%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7543 75.43%
Acute Oral Toxicity (c) III 0.6738 67.38%
Estrogen receptor binding + 0.7888 78.88%
Androgen receptor binding + 0.7410 74.10%
Thyroid receptor binding - 0.5437 54.37%
Glucocorticoid receptor binding + 0.7600 76.00%
Aromatase binding + 0.6550 65.50%
PPAR gamma + 0.7902 79.02%
Honey bee toxicity - 0.6540 65.40%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9705 97.05%

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
CHEMBL2581 P07339 Cathepsin D 98.55% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.50% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.67% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.42% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.87% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.05% 93.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.63% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.10% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 88.04% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.51% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.97% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.92% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.87% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 86.71% 94.75%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.10% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.42% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.33% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.63% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.28% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.55% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.30% 97.09%
CHEMBL5028 O14672 ADAM10 82.20% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 81.89% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.04% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 80.91% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 80.85% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.83% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.44% 92.62%
CHEMBL4015 P41597 C-C chemokine receptor type 2 80.40% 98.57%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.37% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.13% 91.24%

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.
There are no matching plants.

Cross-Links

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PubChem 10996447
LOTUS LTS0172212
wikiData Q105275456