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Bruceantinoside 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 5c1797b4-7028-4010-af54-ba25047ec481
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name methyl (1R,2S,3R,6R,8S,9S,13S,14S,15R,16S,17R)-3-[(E)-4-acetyloxy-3,4-dimethylpent-2-enoyl]oxy-15,16-dihydroxy-9,13-dimethyl-4,12-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-10-ene-17-carboxylate
SMILES (Canonical) CC1C=C(C(=O)C2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C=C(C)C(C)(C)OC(=O)C)(OC5)C(=O)OC)O)O)C)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C[C@@H]1C=C(C(=O)[C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@H]([C@@H]([C@@]([C@@H]4[C@H](C(=O)O3)OC(=O)/C=C(\C)/C(C)(C)OC(=O)C)(OC5)C(=O)OC)O)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C36H48O18/c1-13-8-17(50-31-23(42)22(41)21(40)18(11-37)51-31)28(44)34(6)16(13)10-19-35-12-49-36(32(47)48-7,29(45)24(43)26(34)35)27(35)25(30(46)52-19)53-20(39)9-14(2)33(4,5)54-15(3)38/h8-9,13,16,18-19,21-27,29,31,37,40-43,45H,10-12H2,1-7H3/b14-9+/t13-,16+,18-,19-,21-,22+,23-,24-,25-,26-,27-,29+,31-,34+,35-,36-/m1/s1
InChI Key XJIAVYYCXSQJAZ-SRHNQKLESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H48O18
Molecular Weight 768.80 g/mol
Exact Mass 768.28406468 g/mol
Topological Polar Surface Area (TPSA) 271.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -2.05
H-Bond Acceptor 18
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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Bruceantinoside-C
CHEMBL2368537

2D Structure

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2D Structure of Bruceantinoside C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7012 70.12%
Caco-2 - 0.8708 87.08%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7392 73.92%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.8147 81.47%
OATP1B3 inhibitior + 0.9346 93.46%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8446 84.46%
P-glycoprotein inhibitior + 0.7538 75.38%
P-glycoprotein substrate + 0.7905 79.05%
CYP3A4 substrate + 0.7298 72.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8918 89.18%
CYP3A4 inhibition - 0.8951 89.51%
CYP2C9 inhibition - 0.8400 84.00%
CYP2C19 inhibition - 0.8450 84.50%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8917 89.17%
CYP2C8 inhibition + 0.6946 69.46%
CYP inhibitory promiscuity - 0.8718 87.18%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5995 59.95%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9101 91.01%
Skin irritation - 0.7143 71.43%
Skin corrosion - 0.9347 93.47%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6987 69.87%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5126 51.26%
skin sensitisation - 0.8488 84.88%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.4544 45.44%
Acute Oral Toxicity (c) III 0.5883 58.83%
Estrogen receptor binding + 0.7976 79.76%
Androgen receptor binding + 0.7245 72.45%
Thyroid receptor binding + 0.5213 52.13%
Glucocorticoid receptor binding + 0.7823 78.23%
Aromatase binding + 0.6811 68.11%
PPAR gamma + 0.7665 76.65%
Honey bee toxicity - 0.5657 56.57%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9128 91.28%

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 99.57% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.87% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.36% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.85% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 96.54% 89.34%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.69% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.50% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.32% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.51% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.32% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 89.78% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.04% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.19% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.89% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.98% 99.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.61% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.53% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.74% 96.95%
CHEMBL5028 O14672 ADAM10 84.05% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.89% 97.33%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.67% 90.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.21% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 83.00% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.68% 94.33%
CHEMBL4072 P07858 Cathepsin B 81.94% 93.67%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.64% 89.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.28% 96.90%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.34% 95.89%

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.
Brucea antidysenterica

Cross-Links

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PubChem 73355974
LOTUS LTS0090120
wikiData Q105328974