Hydroberberubin

Details

• Internal ID: f0a3ca48-5a4c-489f-b732-aa3a4931df53
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: 16-methoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaen-17-ol
• SMILES (Canonical): COC1=C(C=CC2=C1CN3CCC4=CC5=C(C=C4C3C2)OCO5)O
• SMILES (Isomeric): COC1=C(C=CC2=C1CN3CCC4=CC5=C(C=C4C3C2)OCO5)O
• InChI: InChI=1S/C19H19NO4/c1-22-19-14-9-20-5-4-12-7-17-18(24-10-23-17)8-13(12)15(20)6-11(14)2-3-16(19)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3
• InChI Key: TUTLRKKYUXPDGN-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₄
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.13140809 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 2.80

Synonyms

• MLS000737546
• NSC123389
• SMR000528559
• NSC-123389
• Opera_ID_1556
• cid_276137
• CHEMBL1330951
• BDBM71197
• HMS2270D19
• 9-methoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-10-ol
• NCI60_000551

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
CHEMBL2056	P21728	Dopamine D1 receptor	6.3 nM; 565 nM	Ki; Ki	via Super-PRED; via Super-PRED
CHEMBL217	P14416	Dopamine D2 receptor	49.2 nM	Ki	via Super-PRED
CHEMBL234	P35462	Dopamine D3 receptor	82.4 nM	Ki	via Super-PRED
CHEMBL1850	P21918	Dopamine D5 receptor	15.1 nM	Ki	via Super-PRED
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	908 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.89%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	98.18%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.25%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.01%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.68%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.46%	86.33%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.90%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.65%	98.95%
CHEMBL3438	Q05513	Protein kinase C zeta	87.24%	88.48%
CHEMBL261	P00915	Carbonic anhydrase I	86.07%	96.76%
CHEMBL2535	P11166	Glucose transporter	85.70%	98.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.44%	82.38%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.32%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.99%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.58%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.43%	93.99%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.13%	80.96%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.89%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.11%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.11%	80.78%
CHEMBL4208	P20618	Proteasome component C5	82.62%	90.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.45%	90.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.41%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.08%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.72%	99.17%

Plants that contains it

• Corydalis taliensis
• Thalictrum fendleri

Cross-Links

• PubChem: 276137
• LOTUS: LTS0048389
• wikiData: Q105265027