6,11-Dihydroxy-3,3-dimethyl-5-(2-methylbut-3-en-2-yl)pyrano[2,3-c]xanthen-7-one

Details

• Internal ID: 0ed416bc-d694-4822-b742-7323cbd98fdb
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 6,11-dihydroxy-3,3-dimethyl-5-(2-methylbut-3-en-2-yl)pyrano[2,3-c]xanthen-7-one
• InChI: InChI=1S/C23H22O5/c1-6-22(2,3)16-18(26)15-17(25)12-8-7-9-14(24)19(12)27-20(15)13-10-11-23(4,5)28-21(13)16/h6-11,24,26H,1H2,2-5H3
• InChI Key: LHDPFNOOBDTSQK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₅
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.01
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	-	0.6184	61.84%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7331	73.31%
OATP2B1 inhibitior	-	0.7099	70.99%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7985	79.85%
P-glycoprotein inhibitior	+	0.6157	61.57%
P-glycoprotein substrate	-	0.5725	57.25%
CYP3A4 substrate	+	0.6655	66.55%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8418	84.18%
CYP3A4 inhibition	-	0.5550	55.50%
CYP2C9 inhibition	-	0.6151	61.51%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8322	83.22%
CYP1A2 inhibition	+	0.6786	67.86%
CYP2C8 inhibition	+	0.5927	59.27%
CYP inhibitory promiscuity	-	0.5072	50.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5603	56.03%
Eye corrosion	-	0.9885	98.85%
Eye irritation	+	0.6501	65.01%
Skin irritation	-	0.6796	67.96%
Skin corrosion	-	0.9050	90.50%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5329	53.29%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6301	63.01%
skin sensitisation	-	0.6609	66.09%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7298	72.98%
Acute Oral Toxicity (c)	III	0.6920	69.20%
Estrogen receptor binding	+	0.7791	77.91%
Androgen receptor binding	+	0.6011	60.11%
Thyroid receptor binding	+	0.8279	82.79%
Glucocorticoid receptor binding	+	0.8489	84.89%
Aromatase binding	+	0.8216	82.16%
PPAR gamma	+	0.7966	79.66%
Honey bee toxicity	-	0.7113	71.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	98.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.42%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.55%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.55%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	94.11%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	92.48%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.38%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	92.34%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.03%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	86.36%	93.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.88%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.62%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.83%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.84%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.47%	95.71%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 163073804
• LOTUS: LTS0274825
• wikiData: Q105151703