(2S)-5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-enyl)-2-phenyl-3H-chromen-4-one

Details

• Internal ID: 5d8b76ab-2cc3-40f7-acde-d55ceb0a0c1d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: (2S)-5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-enyl)-2-phenyl-3H-chromen-4-one
• InChI: InChI=1S/C22H24O4/c1-14(2)10-11-16-18(25-4)12-19-20(21(16)24)17(23)13-22(3,26-19)15-8-6-5-7-9-15/h5-10,12,24H,11,13H2,1-4H3/t22-/m0/s1
• InChI Key: KRHAIYZCWJYTDS-QFIPXVFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 4
• 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	+	0.9934	99.34%
Caco-2	+	0.7077	70.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7601	76.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8619	86.19%
OATP1B3 inhibitior	+	0.8676	86.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9623	96.23%
P-glycoprotein inhibitior	+	0.7866	78.66%
P-glycoprotein substrate	-	0.7697	76.97%
CYP3A4 substrate	+	0.5649	56.49%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.6383	63.83%
CYP2C9 inhibition	+	0.7985	79.85%
CYP2C19 inhibition	+	0.8677	86.77%
CYP2D6 inhibition	-	0.8263	82.63%
CYP1A2 inhibition	+	0.6342	63.42%
CYP2C8 inhibition	+	0.6499	64.99%
CYP inhibitory promiscuity	+	0.7676	76.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6555	65.55%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.5859	58.59%
Skin irritation	-	0.7754	77.54%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6730	67.30%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8091	80.91%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5498	54.98%
Acute Oral Toxicity (c)	III	0.4751	47.51%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.6189	61.89%
Thyroid receptor binding	+	0.6561	65.61%
Glucocorticoid receptor binding	+	0.6871	68.71%
Aromatase binding	+	0.6799	67.99%
PPAR gamma	+	0.9162	91.62%
Honey bee toxicity	-	0.8289	82.89%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	99.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.69%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.57%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.10%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.73%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.04%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.03%	93.99%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.08%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.61%	96.00%
CHEMBL240	Q12809	HERG	81.88%	89.76%
CHEMBL4208	P20618	Proteasome component C5	81.31%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.20%	95.50%

Plants that contains it

• Deguelia rariflora

Cross-Links

• PubChem: 162820491
• LOTUS: LTS0137471
• wikiData: Q105145000