8-(Dimethylaminomethyl)-7-hydroxy-2-methylisoflavone hydrochloride

Details

• Internal ID: b3ad8435-8d62-4be7-8e8f-ef4acb646a42
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: (7-hydroxy-2-methyl-4-oxo-3-phenylchromen-8-yl)methyl-dimethylazanium;chloride
• SMILES (Canonical): CC1=C(C(=O)C2=C(O1)C(=C(C=C2)O)C[NH+](C)C)C3=CC=CC=C3.[Cl-]
• SMILES (Isomeric): CC1=C(C(=O)C2=C(O1)C(=C(C=C2)O)C[NH+](C)C)C3=CC=CC=C3.[Cl-]
• InChI: InChI=1S/C19H19NO3.ClH/c1-12-17(13-7-5-4-6-8-13)18(22)14-9-10-16(21)15(11-20(2)3)19(14)23-12;/h4-10,21H,11H2,1-3H3;1H
• InChI Key: HBBLKDVQYGSOFQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀ClNO₃
• Molecular Weight: 345.80 g/mol
• Exact Mass: 345.1131712 g/mol
• Topological Polar Surface Area (TPSA): 51.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• ISOFLAVONE, 8-(DIMETHYLAMINOMETHYL)-7-HYDROXY-2-METHYL-, HYDROCHLORIDE
• 67292-77-7
• LS-84472
• 4H-1-Benzopyran-4-one, 8-[(dimethylamino)methyl]-7-hydroxy-2-methyl-3-phenyl-, hydrochloride

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8479	84.79%
Caco-2	+	0.5646	56.46%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5183	51.83%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9172	91.72%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5538	55.38%
P-glycoprotein inhibitior	+	0.6298	62.98%
P-glycoprotein substrate	-	0.8135	81.35%
CYP3A4 substrate	+	0.5423	54.23%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8055	80.55%
CYP3A4 inhibition	-	0.8502	85.02%
CYP2C9 inhibition	-	0.6671	66.71%
CYP2C19 inhibition	-	0.6482	64.82%
CYP2D6 inhibition	-	0.6270	62.70%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.6776	67.76%
CYP inhibitory promiscuity	-	0.6533	65.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6166	61.66%
Eye corrosion	-	0.9754	97.54%
Eye irritation	-	0.7817	78.17%
Skin irritation	-	0.7812	78.12%
Skin corrosion	-	0.9084	90.84%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5988	59.88%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.8389	83.89%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4699	46.99%
Acute Oral Toxicity (c)	III	0.4744	47.44%
Estrogen receptor binding	+	0.6930	69.30%
Androgen receptor binding	+	0.6742	67.42%
Thyroid receptor binding	+	0.6255	62.55%
Glucocorticoid receptor binding	+	0.7647	76.47%
Aromatase binding	+	0.7824	78.24%
PPAR gamma	+	0.7894	78.94%
Honey bee toxicity	-	0.9168	91.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8342	83.42%

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	98.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.62%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.18%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.34%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	90.41%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.64%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.27%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.37%	95.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.34%	93.99%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.71%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	81.18%	94.73%

Plants that contains it

• Astragalus mongholicus

Cross-Links

• PubChem: 5361813
• NPASS: NPC37769