1,4,5-Trihydroxy-2-(2-methylbut-3-en-2-yl)-6-(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: 93d4dc2e-715f-4d14-a6cf-75f60c867156
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,4,5-trihydroxy-2-(2-methylbut-3-en-2-yl)-6-(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C23H24O5/c1-6-23(4,5)15-11-16(24)22-17(20(15)27)19(26)14-10-9-13(8-7-12(2)3)18(25)21(14)28-22/h6-7,9-11,24-25,27H,1,8H2,2-5H3
• InChI Key: FZTFEAPNRISKDD-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₅
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.04
• H-Bond Acceptor: 5
• 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	+	0.9914	99.14%
Caco-2	-	0.6113	61.13%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6732	67.32%
OATP2B1 inhibitior	+	0.5745	57.45%
OATP1B1 inhibitior	+	0.9066	90.66%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7587	75.87%
P-glycoprotein inhibitior	-	0.4820	48.20%
P-glycoprotein substrate	-	0.5958	59.58%
CYP3A4 substrate	+	0.5749	57.49%
CYP2C9 substrate	-	0.5797	57.97%
CYP2D6 substrate	-	0.8391	83.91%
CYP3A4 inhibition	-	0.8205	82.05%
CYP2C9 inhibition	+	0.8103	81.03%
CYP2C19 inhibition	+	0.8691	86.91%
CYP2D6 inhibition	-	0.7776	77.76%
CYP1A2 inhibition	+	0.7045	70.45%
CYP2C8 inhibition	+	0.4728	47.28%
CYP inhibitory promiscuity	+	0.7410	74.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7175	71.75%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7014	70.14%
Skin corrosion	-	0.8866	88.66%
Ames mutagenesis	+	0.6536	65.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4024	40.24%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.6059	60.59%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6356	63.56%
Acute Oral Toxicity (c)	III	0.7062	70.62%
Estrogen receptor binding	+	0.7542	75.42%
Androgen receptor binding	+	0.6742	67.42%
Thyroid receptor binding	+	0.6461	64.61%
Glucocorticoid receptor binding	+	0.8255	82.55%
Aromatase binding	+	0.7262	72.62%
PPAR gamma	+	0.8463	84.63%
Honey bee toxicity	-	0.8065	80.65%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	99.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.34%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	96.12%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.20%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.41%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.87%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.02%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.98%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.89%	94.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.48%	85.30%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.35%	90.93%

Plants that contains it

• Garcinia subelliptica

Cross-Links

• PubChem: 15293708
• LOTUS: LTS0094735
• wikiData: Q104402886