5-Hydroxy-6-(4-hydroxy-3-methylbutanoyl)-2,2-dimethyl-10-phenylpyrano[2,3-f]chromen-8-one

Details

• Internal ID: 2a0b007d-b369-498a-8bb7-f3671607ac86
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 5-hydroxy-6-(4-hydroxy-3-methylbutanoyl)-2,2-dimethyl-10-phenylpyrano[2,3-f]chromen-8-one
• InChI: InChI=1S/C25H24O6/c1-14(13-26)11-18(27)21-22(29)16-9-10-25(2,3)31-23(16)20-17(12-19(28)30-24(20)21)15-7-5-4-6-8-15/h4-10,12,14,26,29H,11,13H2,1-3H3
• InChI Key: ZLTABHWOTHYCCO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₆
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9454	94.54%
Caco-2	-	0.5810	58.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8443	84.43%
OATP2B1 inhibitior	-	0.7222	72.22%
OATP1B1 inhibitior	+	0.8329	83.29%
OATP1B3 inhibitior	+	0.9016	90.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9743	97.43%
P-glycoprotein inhibitior	+	0.7250	72.50%
P-glycoprotein substrate	-	0.5677	56.77%
CYP3A4 substrate	+	0.6065	60.65%
CYP2C9 substrate	+	0.8290	82.90%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.8375	83.75%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.6689	66.89%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.7434	74.34%
CYP2C8 inhibition	+	0.5948	59.48%
CYP inhibitory promiscuity	-	0.7289	72.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5723	57.23%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8456	84.56%
Skin irritation	-	0.8233	82.33%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7107	71.07%
Micronuclear	-	0.5126	51.26%
Hepatotoxicity	-	0.5983	59.83%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8369	83.69%
Acute Oral Toxicity (c)	III	0.4288	42.88%
Estrogen receptor binding	+	0.7448	74.48%
Androgen receptor binding	+	0.8465	84.65%
Thyroid receptor binding	+	0.5157	51.57%
Glucocorticoid receptor binding	+	0.7940	79.40%
Aromatase binding	+	0.7975	79.75%
PPAR gamma	+	0.7294	72.94%
Honey bee toxicity	-	0.9045	90.45%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9871	98.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.59%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.99%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.42%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.40%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.38%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	86.67%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	85.65%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.76%	96.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.72%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.83%	99.17%

Plants that contains it

• Kielmeyera reticulata

Cross-Links

• PubChem: 10598213
• LOTUS: LTS0157831
• wikiData: Q105379146