1,7-Dihydroxy-4a,9a-dihydroxanthen-9-one

Details

• Internal ID: d93634b1-5b41-4c2c-a773-8752e4508ce9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,7-dihydroxy-4a,9a-dihydroxanthen-9-one
• SMILES (Canonical): C1=CC2C(C(=C1)O)C(=O)C3=C(O2)C=CC(=C3)O
• SMILES (Isomeric): C1=CC2C(C(=C1)O)C(=O)C3=C(O2)C=CC(=C3)O
• InChI: InChI=1S/C13H10O4/c14-7-4-5-10-8(6-7)13(16)12-9(15)2-1-3-11(12)17-10/h1-6,11-12,14-15H
• InChI Key: CMHVLGRVXLMBTH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₄
• Molecular Weight: 230.22 g/mol
• Exact Mass: 230.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.7210	72.10%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7008	70.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8643	86.43%
OATP1B3 inhibitior	+	0.9863	98.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8308	83.08%
P-glycoprotein inhibitior	-	0.9199	91.99%
P-glycoprotein substrate	-	0.9006	90.06%
CYP3A4 substrate	-	0.5084	50.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8170	81.70%
CYP3A4 inhibition	+	0.6648	66.48%
CYP2C9 inhibition	+	0.8626	86.26%
CYP2C19 inhibition	+	0.8504	85.04%
CYP2D6 inhibition	-	0.8366	83.66%
CYP1A2 inhibition	+	0.9449	94.49%
CYP2C8 inhibition	-	0.5642	56.42%
CYP inhibitory promiscuity	+	0.8436	84.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9331	93.31%
Carcinogenicity (trinary)	Non-required	0.5493	54.93%
Eye corrosion	-	0.9535	95.35%
Eye irritation	+	0.9711	97.11%
Skin irritation	+	0.6602	66.02%
Skin corrosion	-	0.9782	97.82%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8441	84.41%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.4931	49.31%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.8160	81.60%
Acute Oral Toxicity (c)	II	0.5305	53.05%
Estrogen receptor binding	+	0.5905	59.05%
Androgen receptor binding	+	0.5252	52.52%
Thyroid receptor binding	+	0.5853	58.53%
Glucocorticoid receptor binding	-	0.4862	48.62%
Aromatase binding	+	0.6160	61.60%
PPAR gamma	+	0.6813	68.13%
Honey bee toxicity	-	0.8299	82.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9109	91.09%

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	95.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.95%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.89%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.36%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.28%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.82%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.65%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.99%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	81.58%	94.73%

Plants that contains it

• Harungana madagascariensis

Cross-Links

• PubChem: 44583784
• LOTUS: LTS0002410
• wikiData: Q104964566