7-(dimethylamino)-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one

Details

• Internal ID: 12e02d5f-7d0f-4d57-be05-13e1017bcc9c
• Taxonomy: Hydrocarbon derivatives > Tropones
• IUPAC Name: 7-(dimethylamino)-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one
• SMILES (Canonical): CN(C)C1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
• SMILES (Isomeric): CN(C)C1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
• InChI: InChI=1S/C22H27NO5/c1-23(2)16-9-7-13-11-19(26-4)21(27-5)22(28-6)20(13)14-8-10-18(25-3)17(24)12-15(14)16/h8,10-12,16H,7,9H2,1-6H3
• InChI Key: NDKXARFZWSQXGE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₇NO₅
• Molecular Weight: 385.50 g/mol
• Exact Mass: 385.18892296 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.9320	93.20%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4393	43.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8748	87.48%
P-glycoprotein inhibitior	-	0.5078	50.78%
P-glycoprotein substrate	+	0.8395	83.95%
CYP3A4 substrate	+	0.7005	70.05%
CYP2C9 substrate	+	0.6165	61.65%
CYP2D6 substrate	+	0.6065	60.65%
CYP3A4 inhibition	-	0.5524	55.24%
CYP2C9 inhibition	-	0.8112	81.12%
CYP2C19 inhibition	-	0.6666	66.66%
CYP2D6 inhibition	-	0.8785	87.85%
CYP1A2 inhibition	-	0.5743	57.43%
CYP2C8 inhibition	+	0.6989	69.89%
CYP inhibitory promiscuity	-	0.8675	86.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6318	63.18%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.7560	75.60%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6602	66.02%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4910	49.10%
Acute Oral Toxicity (c)	III	0.5766	57.66%
Estrogen receptor binding	+	0.8835	88.35%
Androgen receptor binding	+	0.8007	80.07%
Thyroid receptor binding	+	0.7631	76.31%
Glucocorticoid receptor binding	+	0.8664	86.64%
Aromatase binding	+	0.5234	52.34%
PPAR gamma	+	0.6297	62.97%
Honey bee toxicity	-	0.8640	86.40%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9155	91.55%

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	95.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.08%	93.99%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	92.94%	96.09%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	92.23%	96.86%
CHEMBL4302	P08183	P-glycoprotein 1	91.75%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.48%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	90.89%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.51%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.23%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.32%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.11%	99.17%
CHEMBL1871	P10275	Androgen Receptor	86.55%	96.43%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.49%	90.71%
CHEMBL2535	P11166	Glucose transporter	86.38%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.10%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.73%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	85.28%	91.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.86%	96.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.71%	100.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.41%	82.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.73%	97.09%
CHEMBL202	P00374	Dihydrofolate reductase	81.02%	89.92%
CHEMBL4581	P52732	Kinesin-like protein 1	80.40%	93.18%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.30%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.14%	94.00%

Plants that contains it

• Colchicum crocifolium
• Trichocolea tomentella

Cross-Links

• PubChem: 3885665
• LOTUS: LTS0000452
• wikiData: Q105241269