Bruceine C
Internal ID | 22c27706-dbe9-4303-91bb-c458f15d7a64 |
Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids |
IUPAC Name | methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-3-[(E)-4-hydroxy-3,4-dimethylpent-2-enoyl]oxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate |
SMILES (Canonical) | CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C=C(C)C(C)(C)O)(OC5)C(=O)OC)O)O)C)O |
SMILES (Isomeric) | CC1=C(C(=O)C[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)O)(OC5)C(=O)OC)O)O)C)O |
InChI | InChI=1S/C28H36O12/c1-11(25(3,4)36)7-16(30)40-19-21-27-10-38-28(21,24(35)37-6)22(33)18(32)20(27)26(5)9-14(29)17(31)12(2)13(26)8-15(27)39-23(19)34/h7,13,15,18-22,31-33,36H,8-10H2,1-6H3/b11-7+/t13-,15+,18+,19+,20+,21+,22-,26-,27+,28-/m0/s1 |
InChI Key | KCVFVYXSNLKEHU-UIJGDLPGSA-N |
Popularity | 2 references in papers |
Molecular Formula | C28H36O12 |
Molecular Weight | 564.60 g/mol |
Exact Mass | 564.22067658 g/mol |
Topological Polar Surface Area (TPSA) | 186.00 Ų |
XlogP | 0.20 |
Atomic LogP (AlogP) | 0.27 |
H-Bond Acceptor | 12 |
H-Bond Donor | 4 |
Rotatable Bonds | 4 |
25514-30-1 |
methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-3-[(E)-4-hydroxy-3,4-dimethylpent-2-enoyl]oxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate |
Picras-3-en-21-oic acid, 13, 20-epoxy-3,11,12-trihydroxy-15-[ (4-hydro xy-3, 4-dimethyl-1-oxo-2-pentenyl)oxy]-2,16-dioxo-, methyl ester, [11. beta.,12.alpha.,15.beta.(E)]- |
CHEMBL251697 |
SCHEMBL5928639 |
2H-3,11c.beta.-(Epoxymethano)phenanthro[10,1-bc]pyran-3.alpha.(1H)-carboxylic acid, 3a,4,5,6a.beta.,7,7a.alpha.,10,11,11a,11b.alpha.-decahydro-1.beta.,2.alpha.,4.beta.,9-tetrahydroxy-8,11a.beta.-dimethyl-5,10-dioxo-, methyl ester, 4-(4-hydroxy-3,4-dimethyl-2-pentenoate) |
Picras-3-en-21-oic acid, 13,20-epoxy-3,11,12-trihydroxy-15-[(4-hydroxy-3,4-dimethyl-1-oxo-2-pentenyl)oxy]-2,16-dioxo-, methyl ester, [11.beta.,12.alpha.,15.beta.(E)]- |
HY-N10900 |
CS-0637469 |
Target | Value | Probability (raw) | Probability (%) |
---|---|---|---|
Human Intestinal Absorption | + | 0.9461 | 94.61% |
Caco-2 | - | 0.8013 | 80.13% |
Blood Brain Barrier | - | 0.6750 | 67.50% |
Human oral bioavailability | - | 0.6143 | 61.43% |
Subcellular localzation | Mitochondria | 0.8150 | 81.50% |
OATP2B1 inhibitior | - | 1.0000 | 100.00% |
OATP1B1 inhibitior | + | 0.8471 | 84.71% |
OATP1B3 inhibitior | + | 0.9194 | 91.94% |
MATE1 inhibitior | - | 0.9400 | 94.00% |
OCT2 inhibitior | - | 0.8500 | 85.00% |
BSEP inhibitior | + | 0.9262 | 92.62% |
P-glycoprotein inhibitior | + | 0.7294 | 72.94% |
P-glycoprotein substrate | + | 0.8778 | 87.78% |
CYP3A4 substrate | + | 0.7199 | 71.99% |
CYP2C9 substrate | - | 1.0000 | 100.00% |
CYP2D6 substrate | - | 0.8958 | 89.58% |
CYP3A4 inhibition | - | 0.7852 | 78.52% |
CYP2C9 inhibition | - | 0.7951 | 79.51% |
CYP2C19 inhibition | - | 0.8467 | 84.67% |
CYP2D6 inhibition | - | 0.9413 | 94.13% |
CYP1A2 inhibition | - | 0.8327 | 83.27% |
CYP2C8 inhibition | + | 0.5364 | 53.64% |
CYP inhibitory promiscuity | - | 0.9291 | 92.91% |
UGT catelyzed | - | 0.5000 | 50.00% |
Carcinogenicity (binary) | - | 0.9800 | 98.00% |
Carcinogenicity (trinary) | Non-required | 0.5617 | 56.17% |
Eye corrosion | - | 0.9887 | 98.87% |
Eye irritation | - | 0.9072 | 90.72% |
Skin irritation | - | 0.6481 | 64.81% |
Skin corrosion | - | 0.9390 | 93.90% |
Ames mutagenesis | - | 0.6300 | 63.00% |
Human Ether-a-go-go-Related Gene inhibition | - | 0.5826 | 58.26% |
Micronuclear | - | 0.6400 | 64.00% |
Hepatotoxicity | + | 0.6056 | 60.56% |
skin sensitisation | - | 0.8465 | 84.65% |
Respiratory toxicity | + | 0.7000 | 70.00% |
Reproductive toxicity | + | 0.9000 | 90.00% |
Mitochondrial toxicity | + | 0.7125 | 71.25% |
Nephrotoxicity | + | 0.7202 | 72.02% |
Acute Oral Toxicity (c) | I | 0.4133 | 41.33% |
Estrogen receptor binding | + | 0.7489 | 74.89% |
Androgen receptor binding | + | 0.7106 | 71.06% |
Thyroid receptor binding | + | 0.5333 | 53.33% |
Glucocorticoid receptor binding | + | 0.8129 | 81.29% |
Aromatase binding | + | 0.7753 | 77.53% |
PPAR gamma | + | 0.6542 | 65.42% |
Honey bee toxicity | - | 0.5176 | 51.76% |
Biodegradation | - | 0.8000 | 80.00% |
Crustacea aquatic toxicity | + | 0.6000 | 60.00% |
Fish aquatic toxicity | + | 0.9895 | 98.95% |
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 |
---|---|---|---|---|
CHEMBL4040 | P28482 | MAP kinase ERK2 | 99.83% | 83.82% |
CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 99.30% | 91.11% |
CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 96.71% | 85.14% |
CHEMBL4303 | P08238 | Heat shock protein HSP 90-beta | 95.19% | 96.77% |
CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 93.40% | 91.07% |
CHEMBL2581 | P07339 | Cathepsin D | 93.20% | 98.95% |
CHEMBL1293267 | Q9HC97 | G-protein coupled receptor 35 | 93.03% | 89.34% |
CHEMBL5966 | P55899 | IgG receptor FcRn large subunit p51 | 92.18% | 90.93% |
CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 90.84% | 96.09% |
CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 90.61% | 96.21% |
CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 90.31% | 96.00% |
CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 90.21% | 97.25% |
CHEMBL4005 | P42336 | PI3-kinase p110-alpha subunit | 89.64% | 97.47% |
CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 88.93% | 89.00% |
CHEMBL3267 | P48736 | PI3-kinase p110-gamma subunit | 88.83% | 95.71% |
CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 88.22% | 94.45% |
CHEMBL3922 | P50579 | Methionine aminopeptidase 2 | 88.03% | 97.28% |
CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 87.99% | 95.56% |
CHEMBL2996 | Q05655 | Protein kinase C delta | 87.50% | 97.79% |
CHEMBL299 | P17252 | Protein kinase C alpha | 87.04% | 98.03% |
CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 86.14% | 99.23% |
CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 86.11% | 96.47% |
CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 85.55% | 95.89% |
CHEMBL2111367 | P27986 | PI3-kinase p110-alpha/p85-alpha | 85.43% | 94.33% |
CHEMBL4793 | Q86TI2 | Dipeptidyl peptidase IX | 85.40% | 96.95% |
CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 85.29% | 97.14% |
CHEMBL3351 | Q13085 | Acetyl-CoA carboxylase 1 | 85.27% | 93.04% |
CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 84.97% | 93.03% |
CHEMBL5028 | O14672 | ADAM10 | 84.79% | 97.50% |
CHEMBL340 | P08684 | Cytochrome P450 3A4 | 84.42% | 91.19% |
CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 82.87% | 86.33% |
CHEMBL3286 | P00749 | Urokinase-type plasminogen activator | 82.27% | 97.88% |
CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 81.05% | 89.50% |
CHEMBL3145 | P42338 | PI3-kinase p110-beta subunit | 80.91% | 98.75% |
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.
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PubChem | 5315509 |
NPASS | NPC160116 |
LOTUS | LTS0244347 |
wikiData | Q105138973 |