Rheediaxanthone A

Details

• Internal ID: 22736c7a-80a9-4a3e-822d-e214746bce82
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 11,22-dihydroxy-7,7,19,19-tetramethyl-2,8,20-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4(9),5,10,15,17,21-octaen-13-one
• SMILES (Canonical): CC1(C=CC2=CC3=C(C(=C2O1)O)OC4=C(C3=O)C(=CC5=C4C=CC(O5)(C)C)O)C
• SMILES (Isomeric): CC1(C=CC2=CC3=C(C(=C2O1)O)OC4=C(C3=O)C(=CC5=C4C=CC(O5)(C)C)O)C
• InChI: InChI=1S/C23H20O6/c1-22(2)8-6-12-15(28-22)10-14(24)16-17(25)13-9-11-5-7-23(3,4)29-19(11)18(26)21(13)27-20(12)16/h5-10,24,26H,1-4H3
• InChI Key: GSAPUFLPLOSGII-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀O₆
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.12598835 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 77181-97-6
• RheediaxanthoneA
• 6,13-Dihydroxy-3,3,11,11-tetramethyl-3H,7H,11H-dipyrano[3,2-b
• 11,22-dihydroxy-7,7,19,19-tetramethyl-2,8,20-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4(9),5,10,15,17,21-octaen-13-one
• SCHEMBL22922166

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.5945	59.45%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7626	76.26%
OATP2B1 inhibitior	-	0.7076	70.76%
OATP1B1 inhibitior	+	0.8776	87.76%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8957	89.57%
P-glycoprotein inhibitior	+	0.7758	77.58%
P-glycoprotein substrate	-	0.5495	54.95%
CYP3A4 substrate	+	0.5888	58.88%
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	-	0.5759	57.59%
CYP inhibitory promiscuity	+	0.5071	50.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5249	52.49%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.7431	74.31%
Skin irritation	-	0.7034	70.34%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6706	67.06%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5551	55.51%
skin sensitisation	-	0.7128	71.28%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6627	66.27%
Acute Oral Toxicity (c)	III	0.7142	71.42%
Estrogen receptor binding	+	0.8533	85.33%
Androgen receptor binding	+	0.6712	67.12%
Thyroid receptor binding	+	0.7885	78.85%
Glucocorticoid receptor binding	+	0.8747	87.47%
Aromatase binding	+	0.7494	74.94%
PPAR gamma	+	0.8363	83.63%
Honey bee toxicity	-	0.8171	81.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	99.48%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.00%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	96.06%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.29%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.69%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.66%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.90%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.60%	85.30%
CHEMBL3401	O75469	Pregnane X receptor	83.15%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.54%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.41%	93.99%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.16%	94.42%
CHEMBL1937	Q92769	Histone deacetylase 2	80.62%	94.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.27%	95.71%

Plants that contains it

• Cistanche salsa
• Garcinia cowa
• Garcinia dulcis
• Garcinia gardneriana
• Garcinia merguensis
• Garcinia nigrolineata
• Garcinia oblongifolia
• Piper wightii
• Trifolium resupinatum

Cross-Links

• PubChem: 102060338
• NPASS: NPC90246
• LOTUS: LTS0133975
• wikiData: Q104395625