3a-[6-[(14-Hydroxy-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9-trien-4-yl)methyl]-1,3-benzodioxol-5-yl]-6-methoxy-1-methyl-2,6,7,7a-tetrahydroindol-3-one

Details

• Internal ID: a99763c9-5298-43ae-921d-4433876d373d
• Taxonomy: Alkaloids and derivatives > Amaryllidaceae alkaloids > Galanthamine-type amaryllidaceae alkaloids
• IUPAC Name: 3a-[6-[(14-hydroxy-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9-trien-4-yl)methyl]-1,3-benzodioxol-5-yl]-6-methoxy-1-methyl-2,6,7,7a-tetrahydroindol-3-one
• InChI: InChI=1S/C34H40N2O7/c1-35-18-29(38)34(9-7-23(39-2)14-28(34)35)24-15-27-26(41-19-42-27)12-21(24)17-36-11-10-33-8-6-22(37)13-30(33)43-32-25(40-3)5-4-20(16-36)31(32)33/h4-5,7,9,12,15,22-23,28,30,37H,6,8,10-11,13-14,16-19H2,1-3H3
• InChI Key: GCZMAMNLUPNIJZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀N₂O₇
• Molecular Weight: 588.70 g/mol
• Exact Mass: 588.28355162 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	-	0.7435	74.35%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5654	56.54%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6349	63.49%
BSEP inhibitior	+	0.9962	99.62%
P-glycoprotein inhibitior	+	0.8905	89.05%
P-glycoprotein substrate	+	0.7671	76.71%
CYP3A4 substrate	+	0.7443	74.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4140	41.40%
CYP3A4 inhibition	+	0.5155	51.55%
CYP2C9 inhibition	-	0.8335	83.35%
CYP2C19 inhibition	-	0.7371	73.71%
CYP2D6 inhibition	-	0.8395	83.95%
CYP1A2 inhibition	-	0.9643	96.43%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8464	84.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9466	94.66%
Skin irritation	-	0.7984	79.84%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8473	84.73%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6832	68.32%
Acute Oral Toxicity (c)	III	0.6565	65.65%
Estrogen receptor binding	+	0.8802	88.02%
Androgen receptor binding	+	0.6900	69.00%
Thyroid receptor binding	+	0.5263	52.63%
Glucocorticoid receptor binding	+	0.8108	81.08%
Aromatase binding	+	0.5650	56.50%
PPAR gamma	+	0.6410	64.10%
Honey bee toxicity	-	0.6603	66.03%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9625	96.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	98.12%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.81%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.52%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.02%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.07%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.86%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.58%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.31%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.16%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.67%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.55%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.40%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.26%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.23%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.93%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.18%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.69%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.63%	97.09%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	88.37%	90.95%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	88.04%	85.83%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.00%	89.62%
CHEMBL4208	P20618	Proteasome component C5	87.99%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.36%	83.82%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	86.35%	92.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.04%	91.03%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	84.79%	87.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.76%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.60%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.90%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.83%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.11%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.47%	82.67%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	81.20%	98.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.89%	97.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.78%	82.38%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.33%	98.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.19%	96.38%

Plants that contains it

• Cissus tiliacea

Cross-Links

• PubChem: 14707483
• LOTUS: LTS0035829
• wikiData: Q105006580