1,2-Methylenedioxy-9-hydroxy-10-methoxynoraporphine

Details

• Internal ID: 307ed9d7-03db-4517-871c-8b8f263c57da
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 17-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-16-ol
• SMILES (Canonical): COC1=C(C=C2CC3C4=C(C2=C1)C5=C(C=C4CCN3)OCO5)O
• SMILES (Isomeric): COC1=C(C=C2CC3C4=C(C2=C1)C5=C(C=C4CCN3)OCO5)O
• InChI: InChI=1S/C18H17NO4/c1-21-14-7-11-10(5-13(14)20)4-12-16-9(2-3-19-12)6-15-18(17(11)16)23-8-22-15/h5-7,12,19-20H,2-4,8H2,1H3
• InChI Key: VYJUHRAQPIBWNV-UHFFFAOYSA-N
• Popularity: 23 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₄
• Molecular Weight: 311.30 g/mol
• Exact Mass: 311.11575802 g/mol
• Topological Polar Surface Area (TPSA): 60.00 Ų
• XlogP: 2.40

Synonyms

• SCHEMBL674832
• VYJUHRAQPIBWNV-UHFFFAOYSA-N
• HMS3351N07
• 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-10-ol, 6,7,7a,8-tetrahydro-11-methoxy-, (7aS)-
• (+)-1,2-Methylenedioxy-9-hydroxy-10-methoxynoraporphine
• 6a.alpha.-Noraporphin-9-ol, 10-methoxy-1,2-(methylenedioxy)-
• (S)-11-Methoxy-6,7,7a,8-tetrahydro-5H-[1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]benzo[g]quinolin-10-ol
• 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-10-ol, 6,7,7a,8-tetrahydro-11-methoxy-, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293232	Q16637	Survival motor neuron protein	56.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.30%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.04%	97.09%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	93.54%	95.55%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.27%	93.99%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.72%	82.67%
CHEMBL3438	Q05513	Protein kinase C zeta	91.50%	88.48%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.49%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.45%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	91.26%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.10%	86.33%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.96%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.63%	95.89%
CHEMBL4208	P20618	Proteasome component C5	89.45%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.25%	96.21%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.41%	94.45%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.98%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.81%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.35%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.47%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.86%	96.95%
CHEMBL2535	P11166	Glucose transporter	83.86%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.21%	96.86%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.92%	80.96%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.71%	95.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.34%	89.62%

Plants that contains it

• Annona glabra
• Cassytha filiformis
• Illigera luzonensis
• Licaria triandra
• Litsea lancifolia
• Litsea nitida
• Litsea sericea
• Litsea wightiana
• Neolitsea dealbata
• Neolitsea parvigemma

Cross-Links

• PubChem: 5089476
• LOTUS: LTS0150545
• wikiData: Q105299039