4,8-Dihydroxy-2-(2-hydroxypropan-2-yl)-7-methoxy-6-(3-methylbut-2-enyl)furo[3,2-b]xanthen-5-one

Details

• Internal ID: 0fbe6525-a3ed-420b-979f-c352557a6574
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 4,8-dihydroxy-2-(2-hydroxypropan-2-yl)-7-methoxy-6-(3-methylbut-2-enyl)furo[3,2-b]xanthen-5-one
• InChI: InChI=1S/C24H24O7/c1-11(2)6-7-12-19-16(9-14(25)23(12)29-5)30-17-10-15-13(21(26)20(17)22(19)27)8-18(31-15)24(3,4)28/h6,8-10,25-26,28H,7H2,1-5H3
• InChI Key: HLQSXLLGRASXOM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₇
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.15220310 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.85
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	+	0.6633	66.33%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7081	70.81%
OATP2B1 inhibitior	-	0.5642	56.42%
OATP1B1 inhibitior	+	0.9107	91.07%
OATP1B3 inhibitior	+	0.9022	90.22%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5462	54.62%
P-glycoprotein inhibitior	-	0.4472	44.72%
P-glycoprotein substrate	-	0.6685	66.85%
CYP3A4 substrate	+	0.6080	60.80%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	-	0.6421	64.21%
CYP2C9 inhibition	+	0.7408	74.08%
CYP2C19 inhibition	+	0.8691	86.91%
CYP2D6 inhibition	-	0.5504	55.04%
CYP1A2 inhibition	+	0.7017	70.17%
CYP2C8 inhibition	-	0.5590	55.90%
CYP inhibitory promiscuity	+	0.9095	90.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4578	45.78%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.7228	72.28%
Skin irritation	-	0.7260	72.60%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4670	46.70%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5519	55.19%
skin sensitisation	-	0.7607	76.07%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8446	84.46%
Acute Oral Toxicity (c)	III	0.4584	45.84%
Estrogen receptor binding	+	0.9084	90.84%
Androgen receptor binding	+	0.7399	73.99%
Thyroid receptor binding	+	0.6349	63.49%
Glucocorticoid receptor binding	+	0.8326	83.26%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.8447	84.47%
Honey bee toxicity	-	0.7030	70.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9877	98.77%

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	99.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.30%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.03%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	94.20%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.60%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.55%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.73%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.19%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.45%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.06%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.52%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.28%	98.11%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.39%	96.90%

Plants that contains it

• Pentadesma butyracea

Cross-Links

• PubChem: 163088909
• LOTUS: LTS0089392
• wikiData: Q105030267