Rosmarinine

Details

• Internal ID: 5b01c6c9-fd49-45d8-a86d-31b5d357a3a0
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,4Z,6R,7R,11S,12S,17R)-4-ethylidene-7,12-dihydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadecane-3,8-dione
• SMILES (Canonical): CC=C1CC(C(C(=O)OCC2C(CN3C2C(CC3)OC1=O)O)(C)O)C
• SMILES (Isomeric): C/C=C\1/C[C@H]([C@@](C(=O)OC[C@H]2[C@@H](CN3[C@H]2[C@@H](CC3)OC1=O)O)(C)O)C
• InChI: InChI=1S/C18H27NO6/c1-4-11-7-10(2)18(3,23)17(22)24-9-12-13(20)8-19-6-5-14(15(12)19)25-16(11)21/h4,10,12-15,20,23H,5-9H2,1-3H3/b11-4-/t10-,12+,13-,14-,15-,18-/m1/s1
• InChI Key: YEXVXKIMPBHRQR-VFQWDWSUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₆
• Molecular Weight: 353.40 g/mol
• Exact Mass: 353.18383758 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 1.00

Synonyms

• 520-65-0
• C10380
• NF2N9W4Q5V
• NSC-125830
• CHEBI:8896
• Senecionan-11,16-dione, 1,2-dihydro-2,12-dihydroxy-, (1alpha,2alpha)-
• AKOS040753813
• FS-6747
• Q27108173

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
CHEMBL325	Q13547	Histone deacetylase 1	94.26%	95.92%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.73%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.96%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.97%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.56%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.29%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.05%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.35%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.33%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.66%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.18%	93.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.23%	88.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	82.97%	97.05%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.58%	90.08%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.11%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	80.76%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.56%	89.00%

Plants that contains it

• Senecio callosus
• Senecio hadiensis
• Senecio pleistocephalus
• Senecio polypodioides
• Senecio pterophorus
• Senecio rosmarinifolius
• Senecio syringifolius
• Senecio triangularis

Cross-Links

• PubChem: 5281745
• LOTUS: LTS0022257
• wikiData: Q27108173