4,11,22-Trihydroxy-7,7,19,19-tetramethyl-2,6,20-trioxapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(14),3(12),4,8,10,15,17,21-octaen-13-one

Details

• Internal ID: 91c3c89b-b055-479b-8457-7929bf6fef28
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 4,11,22-trihydroxy-7,7,19,19-tetramethyl-2,6,20-trioxapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(14),3(12),4,8,10,15,17,21-octaen-13-one
• InChI: InChI=1S/C23H20O7/c1-22(2)7-5-10-9-12-15(25)13-14(24)11-6-8-23(3,4)30-20(11)17(27)21(13)28-19(12)16(26)18(10)29-22/h5-9,24,26-27H,1-4H3
• InChI Key: AODAQURCQUEPRH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀O₇
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.12090297 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.7005	70.05%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7626	76.26%
OATP2B1 inhibitior	-	0.5642	56.42%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8532	85.32%
P-glycoprotein inhibitior	+	0.7048	70.48%
P-glycoprotein substrate	-	0.5759	57.59%
CYP3A4 substrate	+	0.5644	56.44%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8394	83.94%
CYP3A4 inhibition	-	0.7263	72.63%
CYP2C9 inhibition	-	0.6320	63.20%
CYP2C19 inhibition	-	0.5910	59.10%
CYP2D6 inhibition	-	0.7972	79.72%
CYP1A2 inhibition	+	0.6382	63.82%
CYP2C8 inhibition	-	0.6692	66.92%
CYP inhibitory promiscuity	+	0.5071	50.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5249	52.49%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.7384	73.84%
Skin irritation	-	0.7034	70.34%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	+	0.6436	64.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.8230	82.30%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6551	65.51%
skin sensitisation	-	0.7128	71.28%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.7142	71.42%
Estrogen receptor binding	+	0.8548	85.48%
Androgen receptor binding	+	0.6229	62.29%
Thyroid receptor binding	+	0.6984	69.84%
Glucocorticoid receptor binding	+	0.8724	87.24%
Aromatase binding	+	0.6972	69.72%
PPAR gamma	+	0.8656	86.56%
Honey bee toxicity	-	0.8469	84.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9537	95.37%

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	99.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.05%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	96.18%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.33%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.80%	94.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.11%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	82.71%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.59%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.27%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.51%	94.42%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.16%	89.34%

Plants that contains it

• Garcinia madruno

Cross-Links

• PubChem: 163071406
• LOTUS: LTS0028863
• wikiData: Q104915559