2,3,6-trihydroxy-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one

Details

• Internal ID: 5e5384a2-62cf-4676-9244-fa9704d43175
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3,6-trihydroxy-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
• InChI: InChI=1S/C19H18O11/c20-5-14-16(25)17(26)18(27)19(30-14)29-13-2-7-12(4-10(13)23)28-11-3-9(22)8(21)1-6(11)15(7)24/h1-4,14,16-23,25-27H,5H2/t14-,16-,17+,18-,19-/m0/s1
• InChI Key: PWMNYNLRCXKCOS-UJCHZGTJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₁₁
• Molecular Weight: 422.30 g/mol
• Exact Mass: 422.08491139 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.76
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5923	59.23%
Caco-2	-	0.9256	92.56%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5362	53.62%
OATP2B1 inhibitior	+	0.5878	58.78%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6372	63.72%
P-glycoprotein inhibitior	-	0.7589	75.89%
P-glycoprotein substrate	-	0.9054	90.54%
CYP3A4 substrate	+	0.5136	51.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
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	-	0.7909	79.09%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8411	84.11%
Skin irritation	-	0.7983	79.83%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.5891	58.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4667	46.67%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8258	82.58%
Acute Oral Toxicity (c)	III	0.4513	45.13%
Estrogen receptor binding	+	0.7424	74.24%
Androgen receptor binding	+	0.6528	65.28%
Thyroid receptor binding	+	0.5888	58.88%
Glucocorticoid receptor binding	+	0.7760	77.60%
Aromatase binding	+	0.5717	57.17%
PPAR gamma	+	0.6995	69.95%
Honey bee toxicity	-	0.7244	72.44%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7149	71.49%
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	99.40%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.98%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.80%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.75%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.10%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.83%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.91%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.11%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	81.95%	94.73%
CHEMBL3194	P02766	Transthyretin	81.94%	90.71%

Plants that contains it

• Canscora alata

Cross-Links

• PubChem: 162912308
• LOTUS: LTS0003231
• wikiData: Q105215901