Agrandol

Details

• Internal ID: 20884d1c-0a04-455c-a9b7-1a48dbcd107c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2S)-5,7-dihydroxy-6-methoxy-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C21H22O5/c1-12(2)9-10-14-18(23)21(25-3)19(24)17-15(22)11-16(26-20(14)17)13-7-5-4-6-8-13/h4-9,16,23-24H,10-11H2,1-3H3/t16-/m0/s1
• InChI Key: DPWCTCFTFSFYCZ-INIZCTEOSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• RefChem:110205
• (2S)-5,7-dihydroxy-6-methoxy-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one
• 253786-74-2
• 5,7-Dihydroxy-6-methoxy-8-prenylflavanone
• CHEMBL491588
• LMPK12140609

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	+	0.7762	77.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5708	57.08%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8405	84.05%
OATP1B3 inhibitior	+	0.9251	92.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6475	64.75%
P-glycoprotein inhibitior	+	0.6423	64.23%
P-glycoprotein substrate	-	0.8631	86.31%
CYP3A4 substrate	+	0.5521	55.21%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.6646	66.46%
CYP2C9 inhibition	+	0.8313	83.13%
CYP2C19 inhibition	+	0.9035	90.35%
CYP2D6 inhibition	+	0.6981	69.81%
CYP1A2 inhibition	+	0.7999	79.99%
CYP2C8 inhibition	+	0.5285	52.85%
CYP inhibitory promiscuity	+	0.8964	89.64%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6912	69.12%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.6243	62.43%
Skin irritation	-	0.7726	77.26%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3822	38.22%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8416	84.16%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7143	71.43%
Acute Oral Toxicity (c)	III	0.5393	53.93%
Estrogen receptor binding	+	0.8304	83.04%
Androgen receptor binding	-	0.5147	51.47%
Thyroid receptor binding	-	0.5095	50.95%
Glucocorticoid receptor binding	+	0.6778	67.78%
Aromatase binding	-	0.7281	72.81%
PPAR gamma	+	0.8757	87.57%
Honey bee toxicity	-	0.8390	83.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9751	97.51%

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	99.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.19%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.18%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.52%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.02%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.34%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	82.77%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	82.67%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.66%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15895373
• LOTUS: LTS0097069
• wikiData: Q104986740