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beta1-Chaconine

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 3077c194-374a-480b-a062-e39e76629996
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[(10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl)oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)C
SMILES (Isomeric) CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)C
InChI InChI=1S/C39H63NO10/c1-18-6-9-26-19(2)29-27(40(26)16-18)15-25-23-8-7-21-14-22(10-12-38(21,4)24(23)11-13-39(25,29)5)48-37-35(33(45)31(43)28(17-41)49-37)50-36-34(46)32(44)30(42)20(3)47-36/h7,18-20,22-37,41-46H,6,8-17H2,1-5H3
InChI Key ZLSYCIYRYZUJCZ-UHFFFAOYSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C39H63NO10
Molecular Weight 705.90 g/mol
Exact Mass 705.44519721 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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beta(1)-Chaconine
B1-Chaconine
Solanidine base + O-Hex-dHex
CHEBI:172316
2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[(10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl)oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

2D Structure

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2D Structure of beta1-Chaconine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6414 64.14%
Caco-2 - 0.8726 87.26%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5229 52.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.9273 92.73%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.4854 48.54%
P-glycoprotein inhibitior + 0.6970 69.70%
P-glycoprotein substrate + 0.5594 55.94%
CYP3A4 substrate + 0.7439 74.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7546 75.46%
CYP3A4 inhibition - 0.9623 96.23%
CYP2C9 inhibition - 0.9280 92.80%
CYP2C19 inhibition - 0.9301 93.01%
CYP2D6 inhibition - 0.9137 91.37%
CYP1A2 inhibition - 0.9272 92.72%
CYP2C8 inhibition + 0.6454 64.54%
CYP inhibitory promiscuity - 0.9012 90.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4950 49.50%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9310 93.10%
Skin irritation - 0.7078 70.78%
Skin corrosion - 0.9264 92.64%
Ames mutagenesis - 0.9800 98.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8343 83.43%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.9250 92.50%
skin sensitisation - 0.8677 86.77%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7176 71.76%
Acute Oral Toxicity (c) III 0.7971 79.71%
Estrogen receptor binding + 0.8176 81.76%
Androgen receptor binding + 0.7212 72.12%
Thyroid receptor binding - 0.6134 61.34%
Glucocorticoid receptor binding - 0.6834 68.34%
Aromatase binding + 0.6384 63.84%
PPAR gamma + 0.6393 63.93%
Honey bee toxicity - 0.6342 63.42%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8207 82.07%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.14% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.52% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.22% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.94% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 95.29% 89.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.54% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.15% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.01% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.43% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.07% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.38% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.04% 97.36%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 88.00% 98.46%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.07% 95.89%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 85.96% 86.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.15% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 83.07% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.45% 96.90%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.10% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.04% 92.94%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.78% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.53% 95.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.47% 92.86%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.28% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.05% 95.56%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.04% 98.05%

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.
Fritillaria thunbergii

Cross-Links

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PubChem 12302820
LOTUS LTS0115222
wikiData Q105379141