Simarubaceae

Details

• Internal ID: 15d3fb41-f7e7-48b6-a2b3-1437c8202cf8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: [(1S,4R,5R,6R,7S,8R,11R,13S,16S,17S,18S,19R)-4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2S)-2-hydroxy-2-methylbutanoate
• SMILES (Canonical): CCC(C)(C(=O)OC1C2C(C(C3(C4C2(CO3)C(CC5C4(C(C(C=C5C)O)O)C)OC1=O)O)O)C)O
• SMILES (Isomeric): CC[C@@](C)(C(=O)O[C@@H]1[C@H]2[C@H]([C@H]([C@]3([C@H]4[C@@]2(CO3)[C@@H](C[C@@H]5[C@@]4([C@@H]([C@H](C=C5C)O)O)C)OC1=O)O)O)C)O
• InChI: InChI=1S/C25H36O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-18,20,26-28,31-32H,6,8-9H2,1-5H3/t11-,12+,13+,14-,15-,16-,17-,18-,20-,22+,23-,24+,25+/m1/s1
• InChI Key: LZKVXMYVBSNXER-YZPKDWIXSA-N
• Popularity: 127 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₁₀
• Molecular Weight: 496.50 g/mol
• Exact Mass: 496.23084734 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -0.20

Synonyms

• GLAUCARUBIN
• Glaumeba
• Glarubin
• GLAUCARUBINE
• 1448-23-3
• MLS002638406
• CHEBI:5370
• NSC-14975
• MK-53
• EH6H7VS52J
• NSC14975
• .beta.-Kirondrin
• .alpha.-Kirondrin
• GLAUCARUBIN [MI]
• CHEMBL1997250
• DTXSID201030656
• NCI60_001034
• PD011569
• C08760
• Q27106735
• WLN: T C66665/BQ 3AAB S AX KOV RO FUTJ C1 DQ EQ G1 MOVXQ2&1 O1 PQ QQ
• [(1S,4R,5R,6R,7S,8R,11R,13S,16S,17S,18S,19R)-4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2S)-2-hydroxy-2-methylbutanoate
• Butyric acid, 4-ester with 1,2,3,3a.beta.,4,6a.beta.,7,7a.alpha.,10,11,11a,11b.alpha.-dodecahydro-1.alpha.,2.alpha.,4.beta.,10.alpha.,11.beta.-pentahydroxy-3.alpha.,8,11a.beta.-trimethyl-5H-1,11c.beta.-(epoxymethano)phenanthro[10,1-bc]pyran-5-one
• PICRAS-3-EN-16-ONE, 11,20-EPOXY-1,2,11,12-TETRAHYDROXY-15-(2-HYDROXY-2-METHYL-1-OXOBUTOXY)-, (1.BETA.,2.ALPHA.,11.BETA.,12.ALPHA.,15.BETA.(S))-
• Picras-3-en-16-one,20-epoxy-1,2,11,12-tetrahydroxy-15-(2-hydroxy-2-methyl-1-oxobutoxy)-, [1.beta.,2.alpha.,11.beta.,12.alpha.,15.beta.(S)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.13%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.51%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	91.14%	97.79%
CHEMBL2581	P07339	Cathepsin D	90.84%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.03%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.12%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.10%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.78%	96.47%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.13%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.98%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.84%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.70%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.64%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.37%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.42%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.05%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.03%	97.28%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.47%	95.71%

Plants that contains it

• Ailanthus excelsus
• Perriera madagascariensis
• Pierreodendron kerstingii
• Simarouba glauca
• Simarouba versicolor

Cross-Links

• PubChem: 441794
• LOTUS: LTS0072548
• wikiData: Q27106735