Xantone glycoside MF

Details

• Internal ID: 1e48a730-45ab-4e26-8a92-598ad3315c17
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,6,7-tetrahydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
• SMILES (Canonical): C1=C2C(=CC(=C1O)O)OC3=C(C2=O)C(=C(C(=C3)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1=C2C(=CC(=C1O)O)OC3=C(C2=O)C(=C(C(=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C19H18O12/c20-4-11-14(25)16(27)17(28)19(30-11)31-18-8(23)3-10-12(15(18)26)13(24)5-1-6(21)7(22)2-9(5)29-10/h1-3,11,14,16-17,19-23,25-28H,4H2/t11-,14-,16+,17-,19+/m1/s1
• InChI Key: TXKFRRCKZWJXBW-GPRNFGOXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₁₂
• Molecular Weight: 438.30 g/mol
• Exact Mass: 438.07982601 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

• CHEMBL455364
• TXKFRRCKZWJXBW-GPRNFGOXSA-N
• BDBM50242207

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5923	59.23%
Caco-2	-	0.9173	91.73%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5362	53.62%
OATP2B1 inhibitior	+	0.5904	59.04%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6511	65.11%
P-glycoprotein inhibitior	-	0.7532	75.32%
P-glycoprotein substrate	-	0.8496	84.96%
CYP3A4 substrate	+	0.5606	56.06%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.9207	92.07%
CYP2C9 inhibition	-	0.9414	94.14%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.6561	65.61%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8166	81.66%
Skin irritation	-	0.7983	79.83%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4817	48.17%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9230	92.30%
Acute Oral Toxicity (c)	III	0.4513	45.13%
Estrogen receptor binding	+	0.7503	75.03%
Androgen receptor binding	+	0.6583	65.83%
Thyroid receptor binding	+	0.6057	60.57%
Glucocorticoid receptor binding	+	0.7464	74.64%
Aromatase binding	+	0.6042	60.42%
PPAR gamma	+	0.6849	68.49%
Honey bee toxicity	-	0.6661	66.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.7790	77.90%

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	99.55%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.74%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.26%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.93%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.95%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.56%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.37%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.75%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.51%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	82.09%	91.49%
CHEMBL3194	P02766	Transthyretin	81.33%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.94%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.93%	97.09%

Plants that contains it

• Aconitum burnatii
• Alseodaphne paludosa
• Annona impressivenia
• Bersama yangambiensis
• Caloncoba echinata
• Castanopsis sclerophylla
• Conocephalum japonicum
• Cordylanthus kingii
• Croton cascarilloides
• Disynaphia halimifolia
• Eragrostis viscosa
• Forsteronia refracta
• Fridericia chica
• Grewia mollis
• Gymnocarpium robertianum
• Heliotropium floridum
• Heterotheca grandiflora
• Hovenia acerba
• Hypericum sampsonii
• Juglans nigra
• Kaempferia marginata
• Kaunia saltensis
• Mangifera indica
• Nauclea officinalis
• Ruta pinnata
• Salvia dorrii
• Sophora flavescens var. flavescens
• Stevia polycephala
• Teucrium cubense
• Thymus piperella
• Trichilia rubescens
• Uraria picta

Cross-Links

• PubChem: 5319258
• NPASS: NPC57639
• LOTUS: LTS0232943
• wikiData: Q105266804