Isoathyriol

Details

• Internal ID: efe85e1d-f389-4824-b5d6-9175a2b43518
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,7-trihydroxy-6-methoxyxanthen-9-one
• InChI: InChI=1S/C14H10O6/c1-19-11-5-10-7(4-8(11)16)14(18)13-9(17)2-6(15)3-12(13)20-10/h2-5,15-17H,1H3
• InChI Key: DHIJSMOHBJPOJU-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₆
• Molecular Weight: 274.22 g/mol
• Exact Mass: 274.04773803 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 6-Methoxy-1,3,7-trihydroxyxanthone
• 59092-97-6
• C10069
• AC1NQYSG
• 1,3,7-trihydroxy-6-methoxy-xanthen-9-one
• CTK1H2256
• CHEBI:5982
• DTXSID90415164
• 1,3,7-trihydroxy-6-methoxy-9H-xanthen-9-one
• Q27106959

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9378	93.78%
Caco-2	+	0.8114	81.14%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5512	55.12%
OATP2B1 inhibitior	-	0.6837	68.37%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9758	97.58%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8409	84.09%
P-glycoprotein inhibitior	-	0.8705	87.05%
P-glycoprotein substrate	-	0.6711	67.11%
CYP3A4 substrate	+	0.5165	51.65%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6321	63.21%
CYP2C9 inhibition	-	0.6549	65.49%
CYP2C19 inhibition	+	0.6923	69.23%
CYP2D6 inhibition	-	0.6476	64.76%
CYP1A2 inhibition	+	0.9724	97.24%
CYP2C8 inhibition	+	0.5204	52.04%
CYP inhibitory promiscuity	+	0.7640	76.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6276	62.76%
Eye corrosion	-	0.9630	96.30%
Eye irritation	+	0.9053	90.53%
Skin irritation	-	0.5358	53.58%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7935	79.35%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8858	88.58%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6694	66.94%
Acute Oral Toxicity (c)	III	0.7996	79.96%
Estrogen receptor binding	+	0.8388	83.88%
Androgen receptor binding	+	0.6870	68.70%
Thyroid receptor binding	+	0.5602	56.02%
Glucocorticoid receptor binding	+	0.8928	89.28%
Aromatase binding	+	0.8359	83.59%
PPAR gamma	+	0.8090	80.90%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.7882	78.82%

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	97.02%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.68%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.87%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.24%	98.95%
CHEMBL3194	P02766	Transthyretin	89.41%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.23%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.91%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.88%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.86%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.55%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.98%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.51%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.39%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.23%	96.12%

Plants that contains it

• Rhachidosorus mesosorus

Cross-Links

• PubChem: 5281639
• LOTUS: LTS0188740
• wikiData: Q27106959