5,9,10-Trihydroxy-1,2,2-trimethyl-1,2-dihydro-6h-furo[2,3-c]xanthen-6-one

Details

• Internal ID: 8c8f250c-32f0-40fe-9c10-32019e715c45
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 5,9,10-trihydroxy-1,2,2-trimethyl-1H-furo[2,3-c]xanthen-6-one
• SMILES (Canonical): CC1C2=C(C=C(C3=C2OC4=C(C3=O)C=CC(=C4O)O)O)OC1(C)C
• SMILES (Isomeric): CC1C2=C(C=C(C3=C2OC4=C(C3=O)C=CC(=C4O)O)O)OC1(C)C
• InChI: InChI=1S/C18H16O6/c1-7-12-11(24-18(7,2)3)6-10(20)13-14(21)8-4-5-9(19)15(22)16(8)23-17(12)13/h4-7,19-20,22H,1-3H3
• InChI Key: CXVIOKUKRAYTPO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	+	0.5205	52.05%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8149	81.49%
OATP2B1 inhibitior	-	0.5663	56.63%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9670	96.70%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6696	66.96%
P-glycoprotein inhibitior	-	0.6683	66.83%
P-glycoprotein substrate	-	0.6796	67.96%
CYP3A4 substrate	+	0.5944	59.44%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.8418	84.18%
CYP3A4 inhibition	-	0.7756	77.56%
CYP2C9 inhibition	-	0.7056	70.56%
CYP2C19 inhibition	-	0.6356	63.56%
CYP2D6 inhibition	-	0.8160	81.60%
CYP1A2 inhibition	+	0.7874	78.74%
CYP2C8 inhibition	+	0.5251	52.51%
CYP inhibitory promiscuity	-	0.6155	61.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4821	48.21%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.6113	61.13%
Skin irritation	-	0.6990	69.90%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7659	76.59%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7684	76.84%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7076	70.76%
Acute Oral Toxicity (c)	III	0.6086	60.86%
Estrogen receptor binding	+	0.8043	80.43%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	+	0.7058	70.58%
Glucocorticoid receptor binding	+	0.9283	92.83%
Aromatase binding	+	0.6967	69.67%
PPAR gamma	+	0.7769	77.69%
Honey bee toxicity	-	0.8919	89.19%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9572	95.72%

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	99.67%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.70%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.78%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.97%	99.15%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.38%	85.30%
CHEMBL1951	P21397	Monoamine oxidase A	87.82%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.28%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.60%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.08%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.97%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.66%	94.42%

Plants that contains it

• Hypericum japonicum

Cross-Links

• PubChem: 154926370
• LOTUS: LTS0161612
• wikiData: Q104972154