7-Hydroxy-5-methoxy-8-(3-methyl-2-butenyl)-4-phenyl-2H-1-benzopyran-2-one

Details

• Internal ID: b8a397bd-d958-45aa-9de2-e49cc3374b92
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 7-hydroxy-5-methoxy-8-(3-methylbut-2-enyl)-4-phenylchromen-2-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1O)OC)C(=CC(=O)O2)C3=CC=CC=C3)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1O)OC)C(=CC(=O)O2)C3=CC=CC=C3)C
• InChI: InChI=1S/C21H20O4/c1-13(2)9-10-15-17(22)12-18(24-3)20-16(11-19(23)25-21(15)20)14-7-5-4-6-8-14/h4-9,11-12,22H,10H2,1-3H3
• InChI Key: DZBKLHNRAISGGG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₄
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.68
• 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	+	0.9942	99.42%
Caco-2	+	0.7537	75.37%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7962	79.62%
OATP2B1 inhibitior	-	0.5883	58.83%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.8154	81.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8984	89.84%
P-glycoprotein inhibitior	+	0.8830	88.30%
P-glycoprotein substrate	-	0.8097	80.97%
CYP3A4 substrate	+	0.5073	50.73%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8048	80.48%
CYP3A4 inhibition	-	0.9009	90.09%
CYP2C9 inhibition	+	0.7254	72.54%
CYP2C19 inhibition	+	0.8802	88.02%
CYP2D6 inhibition	-	0.8284	82.84%
CYP1A2 inhibition	+	0.5812	58.12%
CYP2C8 inhibition	+	0.5926	59.26%
CYP inhibitory promiscuity	+	0.8214	82.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6318	63.18%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.5480	54.80%
Skin irritation	-	0.7720	77.20%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7281	72.81%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5982	59.82%
Acute Oral Toxicity (c)	III	0.6466	64.66%
Estrogen receptor binding	+	0.9430	94.30%
Androgen receptor binding	+	0.8362	83.62%
Thyroid receptor binding	+	0.6126	61.26%
Glucocorticoid receptor binding	+	0.8057	80.57%
Aromatase binding	+	0.8110	81.10%
PPAR gamma	+	0.8927	89.27%
Honey bee toxicity	-	0.7940	79.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	98.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.16%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.75%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.81%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.99%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.32%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.76%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	88.60%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.45%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.37%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	84.92%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.72%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.22%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.95%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.07%	89.00%

Plants that contains it

• Cajanus cajan

Cross-Links

• PubChem: 44817009
• LOTUS: LTS0045677
• wikiData: Q104991705