(11S,12R,13S,14S)-12-(6-methoxy-1,3-benzodioxol-5-yl)-13-(methoxymethyl)-8,15,15-trimethyl-16-oxa-8-azatetracyclo[8.6.0.02,7.011,14]hexadeca-1(10),2,4,6-tetraen-9-one

Details

• Internal ID: 568161bf-1434-40f3-b0f8-af3881bc04e2
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: (11S,12R,13S,14S)-12-(6-methoxy-1,3-benzodioxol-5-yl)-13-(methoxymethyl)-8,15,15-trimethyl-16-oxa-8-azatetracyclo[8.6.0.02,7.011,14]hexadeca-1(10),2,4,6-tetraen-9-one
• InChI: InChI=1S/C27H29NO6/c1-27(2)24-16(12-30-4)21(15-10-19-20(33-13-32-19)11-18(15)31-5)22(24)23-25(34-27)14-8-6-7-9-17(14)28(3)26(23)29/h6-11,16,21-22,24H,12-13H2,1-5H3/t16-,21-,22+,24+/m0/s1
• InChI Key: XMMPZNVQEFTBLQ-GNYVGCIUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₉NO₆
• Molecular Weight: 463.50 g/mol
• Exact Mass: 463.19948764 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8723	87.23%
Caco-2	+	0.5861	58.61%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5282	52.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9879	98.79%
P-glycoprotein inhibitior	+	0.9232	92.32%
P-glycoprotein substrate	+	0.5564	55.64%
CYP3A4 substrate	+	0.7167	71.67%
CYP2C9 substrate	-	0.7941	79.41%
CYP2D6 substrate	-	0.8616	86.16%
CYP3A4 inhibition	+	0.8626	86.26%
CYP2C9 inhibition	+	0.5094	50.94%
CYP2C19 inhibition	+	0.5368	53.68%
CYP2D6 inhibition	-	0.7714	77.14%
CYP1A2 inhibition	+	0.5295	52.95%
CYP2C8 inhibition	+	0.4433	44.33%
CYP inhibitory promiscuity	+	0.7994	79.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4610	46.10%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.8116	81.16%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8747	87.47%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8554	85.54%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5239	52.39%
Acute Oral Toxicity (c)	III	0.5931	59.31%
Estrogen receptor binding	+	0.9088	90.88%
Androgen receptor binding	+	0.8061	80.61%
Thyroid receptor binding	+	0.7647	76.47%
Glucocorticoid receptor binding	+	0.9345	93.45%
Aromatase binding	+	0.5958	59.58%
PPAR gamma	+	0.8335	83.35%
Honey bee toxicity	-	0.7598	75.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8800	88.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.11%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.78%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.34%	96.77%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.05%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.97%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.53%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.50%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.93%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	92.67%	98.59%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.46%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	89.49%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.83%	94.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.25%	80.78%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.21%	85.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.82%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.69%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	81.85%	95.93%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.54%	90.95%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.28%	89.44%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.83%	96.00%

Plants that contains it

• Melicope denhamii

Cross-Links

• PubChem: 57343630
• LOTUS: LTS0232299
• wikiData: Q105331227