(7S)-2,10-dihydroxy-1,3-dimethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one

Details

• Internal ID: 85ca4a60-cafe-4a01-9e5e-47b566e5afc4
• Taxonomy: Hydrocarbon derivatives > Tropones > Tropolones
• IUPAC Name: (7S)-2,10-dihydroxy-1,3-dimethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one
• SMILES (Canonical): CNC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)O)OC)O)OC
• SMILES (Isomeric): CN[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)O)OC)O)OC
• InChI: InChI=1S/C19H21NO5/c1-20-13-6-4-10-8-16(24-2)18(23)19(25-3)17(10)11-5-7-14(21)15(22)9-12(11)13/h5,7-9,13,20,23H,4,6H2,1-3H3,(H,21,22)/t13-/m0/s1
• InChI Key: OLTGXKFEPBOIDY-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₅
• Molecular Weight: 343.40 g/mol
• Exact Mass: 343.14197277 g/mol
• Topological Polar Surface Area (TPSA): 88.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.6247	62.47%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Nucleus	0.6829	68.29%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4580	45.80%
P-glycoprotein inhibitior	-	0.8257	82.57%
P-glycoprotein substrate	+	0.8106	81.06%
CYP3A4 substrate	+	0.6835	68.35%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	+	0.4688	46.88%
CYP3A4 inhibition	-	0.6436	64.36%
CYP2C9 inhibition	-	0.9264	92.64%
CYP2C19 inhibition	-	0.8794	87.94%
CYP2D6 inhibition	-	0.8874	88.74%
CYP1A2 inhibition	-	0.8715	87.15%
CYP2C8 inhibition	+	0.8485	84.85%
CYP inhibitory promiscuity	-	0.8869	88.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7004	70.04%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8233	82.33%
Skin irritation	-	0.7192	71.92%
Skin corrosion	-	0.9207	92.07%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5659	56.59%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.8850	88.50%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5258	52.58%
Acute Oral Toxicity (c)	III	0.5301	53.01%
Estrogen receptor binding	+	0.7695	76.95%
Androgen receptor binding	+	0.7905	79.05%
Thyroid receptor binding	+	0.7325	73.25%
Glucocorticoid receptor binding	+	0.9036	90.36%
Aromatase binding	-	0.5502	55.02%
PPAR gamma	+	0.6941	69.41%
Honey bee toxicity	-	0.8788	87.88%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.8395	83.95%

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	99.28%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.24%	91.49%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.00%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.32%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.16%	90.71%
CHEMBL2535	P11166	Glucose transporter	91.33%	98.75%
CHEMBL217	P14416	Dopamine D2 receptor	91.16%	95.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.96%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.83%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.26%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.20%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	87.98%	98.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.58%	93.03%
CHEMBL2056	P21728	Dopamine D1 receptor	86.09%	91.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.65%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.09%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.87%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.30%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.03%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.24%	91.03%
CHEMBL340	P08684	Cytochrome P450 3A4	82.29%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	82.20%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.53%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.44%	99.23%

Plants that contains it

• Colchicum bivonae

Cross-Links

• PubChem: 162915032
• LOTUS: LTS0052951
• wikiData: Q105194119