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

Details

• Internal ID: 1b946fbc-ac4e-4ea4-abc7-66f05ff1d7d2
• Taxonomy: Hydrocarbon derivatives > Tropones
• IUPAC Name: (7S)-7-(dimethylamino)-3-hydroxy-1,2,10-trimethoxy-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)O
• SMILES (Isomeric): CN(C)[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)O
• InChI: InChI=1S/C21H25NO5/c1-22(2)15-8-6-12-10-17(24)20(26-4)21(27-5)19(12)13-7-9-18(25-3)16(23)11-14(13)15/h7,9-11,15,24H,6,8H2,1-5H3/t15-/m0/s1
• InChI Key: MLHOGHQSSRAXKU-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₅
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.17327290 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9504	95.04%
Caco-2	+	0.9048	90.48%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5110	51.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7603	76.03%
P-glycoprotein inhibitior	-	0.6447	64.47%
P-glycoprotein substrate	+	0.7236	72.36%
CYP3A4 substrate	+	0.6845	68.45%
CYP2C9 substrate	+	0.6063	60.63%
CYP2D6 substrate	+	0.5607	56.07%
CYP3A4 inhibition	-	0.6907	69.07%
CYP2C9 inhibition	-	0.8107	81.07%
CYP2C19 inhibition	-	0.6557	65.57%
CYP2D6 inhibition	-	0.8575	85.75%
CYP1A2 inhibition	-	0.5548	55.48%
CYP2C8 inhibition	+	0.6461	64.61%
CYP inhibitory promiscuity	-	0.8854	88.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6524	65.24%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8484	84.84%
Skin irritation	-	0.7391	73.91%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4055	40.55%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8786	87.86%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6249	62.49%
Acute Oral Toxicity (c)	III	0.5957	59.57%
Estrogen receptor binding	+	0.8571	85.71%
Androgen receptor binding	+	0.7575	75.75%
Thyroid receptor binding	+	0.7320	73.20%
Glucocorticoid receptor binding	+	0.8635	86.35%
Aromatase binding	+	0.6843	68.43%
PPAR gamma	+	0.7127	71.27%
Honey bee toxicity	-	0.8923	89.23%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9000	90.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	95.74%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.80%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.80%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.74%	90.71%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.64%	96.09%
CHEMBL2535	P11166	Glucose transporter	88.51%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.42%	96.21%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	88.30%	96.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL2056	P21728	Dopamine D1 receptor	87.02%	91.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.70%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.03%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.72%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	84.56%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.17%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.49%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.48%	100.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.90%	82.67%
CHEMBL4208	P20618	Proteasome component C5	82.39%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.34%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.83%	97.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.44%	91.79%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.29%	96.67%

Plants that contains it

• Colchicum crocifolium

Cross-Links

• PubChem: 162851607
• LOTUS: LTS0164896
• wikiData: Q105166652