22-Hydroxy-6,6,19,19-tetramethyl-2,5,20-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4(9),7,10,15,17,21-octaen-13-one

Details

• Internal ID: 8a35257a-8e93-43b9-ae71-27d27e8f6e47
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 22-hydroxy-6,6,19,19-tetramethyl-2,5,20-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4(9),7,10,15,17,21-octaen-13-one
• InChI: InChI=1S/C23H20O5/c1-22(2)10-8-13-11-15-16(24)14-6-5-12-7-9-23(3,4)28-19(12)21(14)26-20(15)17(25)18(13)27-22/h5-11,25H,1-4H3
• InChI Key: DQRASXJVUGKWKG-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀O₅
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.02
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.5356	53.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7422	74.22%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8609	86.09%
OATP1B3 inhibitior	+	0.9831	98.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7952	79.52%
P-glycoprotein inhibitior	+	0.8635	86.35%
P-glycoprotein substrate	-	0.5848	58.48%
CYP3A4 substrate	+	0.5628	56.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8052	80.52%
CYP3A4 inhibition	-	0.5596	55.96%
CYP2C9 inhibition	-	0.8104	81.04%
CYP2C19 inhibition	-	0.6168	61.68%
CYP2D6 inhibition	-	0.8206	82.06%
CYP1A2 inhibition	+	0.6481	64.81%
CYP2C8 inhibition	+	0.4940	49.40%
CYP inhibitory promiscuity	-	0.6173	61.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5160	51.60%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.7615	76.15%
Skin irritation	-	0.6829	68.29%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.5070	50.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5834	58.34%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7011	70.11%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5706	57.06%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.8903	89.03%
Androgen receptor binding	+	0.6916	69.16%
Thyroid receptor binding	+	0.7509	75.09%
Glucocorticoid receptor binding	+	0.8411	84.11%
Aromatase binding	+	0.7524	75.24%
PPAR gamma	+	0.8225	82.25%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9511	95.11%

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	99.52%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.86%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.43%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.39%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.75%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.37%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.63%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.39%	94.42%

Plants that contains it

• Mesua ferrea

Cross-Links

• PubChem: 162909351
• LOTUS: LTS0151923
• wikiData: Q104987089