Burseranin

Details

• Internal ID: 0d089dd9-5c4f-41bb-83d4-02dab5d87d58
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones
• IUPAC Name: (5aR,8aS,9R)-9-(1,3-benzodioxol-5-yl)-4-methoxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
• SMILES (Canonical): COC1=C2CC3COC(=O)C3C(C2=CC4=C1OCO4)C5=CC6=C(C=C5)OCO6
• SMILES (Isomeric): COC1=C2C[C@H]3COC(=O)[C@H]3[C@@H](C2=CC4=C1OCO4)C5=CC6=C(C=C5)OCO6
• InChI: InChI=1S/C21H18O7/c1-23-19-13-4-11-7-24-21(22)18(11)17(12(13)6-16-20(19)28-9-27-16)10-2-3-14-15(5-10)26-8-25-14/h2-3,5-6,11,17-18H,4,7-9H2,1H3/t11-,17+,18+/m0/s1
• InChI Key: CCJWJASNEQOVDI-UZCIPKQKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.10525291 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 3.20

Synonyms

• CHEMBL3939719
• (5aR,8aS,9R)-9-(1,3-benzodioxol-5-yl)-4-methoxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.73%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.74%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.62%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.65%	95.56%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	92.14%	80.96%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.66%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.72%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.71%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.29%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.09%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.48%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.55%	98.95%
CHEMBL2535	P11166	Glucose transporter	85.27%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.91%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.17%	94.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.70%	82.67%

Plants that contains it

• Bursera graveolens

Cross-Links

• PubChem: 11234404
• LOTUS: LTS0208444
• wikiData: Q104953412