7-(2,3-Dihydroxy-3-methylbutyl)-5,9-dihydroxy-10-methoxy-1,1,2,2-tetramethylfuro[2,3-c]xanthen-6-one

Details

• Internal ID: 9768589b-6c28-4785-80d7-018054e6d1e8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 7-(2,3-dihydroxy-3-methylbutyl)-5,9-dihydroxy-10-methoxy-1,1,2,2-tetramethylfuro[2,3-c]xanthen-6-one
• InChI: InChI=1S/C25H30O8/c1-23(2)18-14(33-25(23,5)6)10-12(26)17-19(29)16-11(9-15(28)24(3,4)30)8-13(27)20(31-7)22(16)32-21(17)18/h8,10,15,26-28,30H,9H2,1-7H3
• InChI Key: XMRQUVGUYGWGGP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₈
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.19406791 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9653	96.53%
Caco-2	-	0.6002	60.02%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7065	70.65%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4784	47.84%
P-glycoprotein inhibitior	-	0.5058	50.58%
P-glycoprotein substrate	-	0.6301	63.01%
CYP3A4 substrate	+	0.6283	62.83%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8187	81.87%
CYP3A4 inhibition	-	0.8797	87.97%
CYP2C9 inhibition	-	0.8806	88.06%
CYP2C19 inhibition	-	0.6985	69.85%
CYP2D6 inhibition	-	0.7522	75.22%
CYP1A2 inhibition	-	0.5723	57.23%
CYP2C8 inhibition	+	0.6239	62.39%
CYP inhibitory promiscuity	-	0.7918	79.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5026	50.26%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.6650	66.50%
Skin irritation	-	0.7557	75.57%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	+	0.5646	56.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6897	68.97%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8407	84.07%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5668	56.68%
Acute Oral Toxicity (c)	III	0.5660	56.60%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	+	0.6816	68.16%
Thyroid receptor binding	+	0.7060	70.60%
Glucocorticoid receptor binding	+	0.7547	75.47%
Aromatase binding	+	0.7326	73.26%
PPAR gamma	+	0.8405	84.05%
Honey bee toxicity	-	0.7303	73.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9065	90.65%

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	99.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.94%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.94%	85.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	95.98%	92.68%
CHEMBL2535	P11166	Glucose transporter	93.69%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.20%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.34%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.61%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.22%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.16%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.06%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.00%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.53%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.59%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.69%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.96%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.87%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.02%	97.25%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.99%	90.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.94%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.33%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.03%	97.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.04%	100.00%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 163089978
• LOTUS: LTS0109672
• wikiData: Q105331394