2-Acetonyl-5-hydroxy-3-(3-hydroxy-3-methyl-butyl)-8,8-dimethyl-pyrano[2,3-h]chromen-4-one

Details

• Internal ID: c8ae1c5b-7922-489e-a8d2-2729cbbb442a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2-oxopropyl)pyrano[2,3-h]chromen-4-one
• InChI: InChI=1S/C22H26O6/c1-12(23)10-16-13(6-8-21(2,3)26)19(25)18-15(24)11-17-14(20(18)27-16)7-9-22(4,5)28-17/h7,9,11,24,26H,6,8,10H2,1-5H3
• InChI Key: NBERYVSDCSNIAB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.52
• 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	+	0.9899	98.99%
Caco-2	+	0.6021	60.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8414	84.14%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.8964	89.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8037	80.37%
P-glycoprotein inhibitior	-	0.5067	50.67%
P-glycoprotein substrate	-	0.5331	53.31%
CYP3A4 substrate	+	0.6253	62.53%
CYP2C9 substrate	-	0.5856	58.56%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	-	0.5658	56.58%
CYP2C9 inhibition	-	0.9100	91.00%
CYP2C19 inhibition	-	0.9141	91.41%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.6915	69.15%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9191	91.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6933	69.33%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.6256	62.56%
Skin irritation	-	0.7583	75.83%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4733	47.33%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6291	62.91%
skin sensitisation	-	0.8243	82.43%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8115	81.15%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	+	0.7258	72.58%
Androgen receptor binding	+	0.7321	73.21%
Thyroid receptor binding	+	0.6063	60.63%
Glucocorticoid receptor binding	+	0.7856	78.56%
Aromatase binding	+	0.6534	65.34%
PPAR gamma	+	0.8738	87.38%
Honey bee toxicity	-	0.8083	80.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	99.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.15%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.77%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.56%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.17%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.68%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.26%	96.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.85%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.79%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.06%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.72%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.56%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.10%	99.23%

Plants that contains it

• Artocarpus rigidus

Cross-Links

• PubChem: 16077662
• LOTUS: LTS0157653
• wikiData: Q105176743