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

Details

• Internal ID: b8dc4a60-08b5-4634-9dc7-b55a390ee716
• Taxonomy: Hydrocarbon derivatives > Tropones
• IUPAC Name: (7R)-3-hydroxy-1,2,10-trimethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one
• SMILES (Canonical): CNC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)O
• SMILES (Isomeric): CN[C@@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)O
• InChI: InChI=1S/C20H23NO5/c1-21-14-7-5-11-9-16(23)19(25-3)20(26-4)18(11)12-6-8-17(24-2)15(22)10-13(12)14/h6,8-10,14,21,23H,5,7H2,1-4H3/t14-/m1/s1
• InChI Key: XUCTUYPXJOLWKI-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₅
• Molecular Weight: 357.40 g/mol
• Exact Mass: 357.15762283 g/mol
• Topological Polar Surface Area (TPSA): 77.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	+	0.8141	81.41%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Nucleus	0.6825	68.25%
OATP2B1 inhibitior	-	0.8701	87.01%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	+	0.6971	69.71%
P-glycoprotein inhibitior	-	0.7115	71.15%
P-glycoprotein substrate	+	0.8513	85.13%
CYP3A4 substrate	+	0.6983	69.83%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	+	0.4688	46.88%
CYP3A4 inhibition	-	0.7226	72.26%
CYP2C9 inhibition	-	0.8924	89.24%
CYP2C19 inhibition	-	0.8147	81.47%
CYP2D6 inhibition	-	0.8840	88.40%
CYP1A2 inhibition	-	0.8106	81.06%
CYP2C8 inhibition	+	0.9088	90.88%
CYP inhibitory promiscuity	-	0.8345	83.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6957	69.57%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8637	86.37%
Skin irritation	-	0.7100	71.00%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6758	67.58%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8895	88.95%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6849	68.49%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8486	84.86%
Androgen receptor binding	+	0.8254	82.54%
Thyroid receptor binding	+	0.7506	75.06%
Glucocorticoid receptor binding	+	0.8646	86.46%
Aromatase binding	+	0.7106	71.06%
PPAR gamma	+	0.7447	74.47%
Honey bee toxicity	-	0.8883	88.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8583	85.83%

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	97.80%	91.11%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.33%	91.79%
CHEMBL1951	P21397	Monoamine oxidase A	96.24%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.17%	96.09%
CHEMBL2535	P11166	Glucose transporter	92.81%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.46%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.30%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	91.81%	83.82%
CHEMBL217	P14416	Dopamine D2 receptor	91.80%	95.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.82%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.47%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	85.39%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.09%	99.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.54%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.27%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.75%	96.21%
CHEMBL4208	P20618	Proteasome component C5	83.46%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.14%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.82%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.44%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.19%	85.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.96%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.40%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.14%	91.07%

Plants that contains it

• Colchicum turcicum

Cross-Links

• PubChem: 162985418
• LOTUS: LTS0138639
• wikiData: Q105342116