5,10-Dihydroxy-12-(4-hydroxy-3-methylbut-2-enyl)-2,2-dimethylpyrano[3,2-b]xanthen-6-one

Details

• Internal ID: 366568c4-e2b3-4034-ae03-1e15a2295259
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 5,10-dihydroxy-12-(4-hydroxy-3-methylbut-2-enyl)-2,2-dimethylpyrano[3,2-b]xanthen-6-one
• InChI: InChI=1S/C23H22O6/c1-12(11-24)7-8-15-20-14(9-10-23(2,3)29-20)19(27)17-18(26)13-5-4-6-16(25)21(13)28-22(15)17/h4-7,9-10,24-25,27H,8,11H2,1-3H3
• InChI Key: VTISVOAUOJUVQW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₆
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.14163842 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	-	0.5704	57.04%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7428	74.28%
OATP2B1 inhibitior	-	0.5623	56.23%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9314	93.14%
BSEP inhibitior	+	0.8512	85.12%
P-glycoprotein inhibitior	+	0.6351	63.51%
P-glycoprotein substrate	+	0.5280	52.80%
CYP3A4 substrate	+	0.6556	65.56%
CYP2C9 substrate	-	0.5959	59.59%
CYP2D6 substrate	-	0.8181	81.81%
CYP3A4 inhibition	-	0.7434	74.34%
CYP2C9 inhibition	-	0.5062	50.62%
CYP2C19 inhibition	+	0.6435	64.35%
CYP2D6 inhibition	-	0.7126	71.26%
CYP1A2 inhibition	+	0.6277	62.77%
CYP2C8 inhibition	+	0.5344	53.44%
CYP inhibitory promiscuity	+	0.6095	60.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6799	67.99%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.5655	56.55%
Skin irritation	-	0.7511	75.11%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6584	65.84%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7494	74.94%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7819	78.19%
Acute Oral Toxicity (c)	III	0.6740	67.40%
Estrogen receptor binding	+	0.8825	88.25%
Androgen receptor binding	+	0.7036	70.36%
Thyroid receptor binding	+	0.5655	56.55%
Glucocorticoid receptor binding	+	0.9292	92.92%
Aromatase binding	+	0.8079	80.79%
PPAR gamma	+	0.9044	90.44%
Honey bee toxicity	-	0.7894	78.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9921	99.21%

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	99.53%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.64%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.07%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.59%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.08%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.10%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	94.73%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	94.34%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.75%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.11%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.58%	90.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.63%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.76%	99.15%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.41%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.36%	86.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.54%	83.10%

Plants that contains it

• Garcinia xanthochymus

Cross-Links

• PubChem: 163083448
• LOTUS: LTS0238973
• wikiData: Q105292764