(2S,3R,4R,5S,6R)-2-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-9H-xanthen-9-yl]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 709dc558-f056-4ba5-85ed-227a6df85a2c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: (2S,3R,4R,5S,6R)-2-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-9H-xanthen-9-yl]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C20H22O9/c21-6-8-4-10-14(20-17(27)16(26)15(25)13(7-22)28-20)9-2-1-3-11(23)18(9)29-19(10)12(24)5-8/h1-5,13-17,20-27H,6-7H2/t13-,14-,15-,16+,17-,20+/m1/s1
• InChI Key: HCBOQHLANZMWLV-CYRGQGFVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₉
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.12638228 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 9
• 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	-	0.4819	48.19%
Caco-2	-	0.8968	89.68%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5000	50.00%
OATP2B1 inhibitior	-	0.5703	57.03%
OATP1B1 inhibitior	-	0.4159	41.59%
OATP1B3 inhibitior	+	0.9795	97.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8759	87.59%
P-glycoprotein inhibitior	-	0.6960	69.60%
P-glycoprotein substrate	-	0.8037	80.37%
CYP3A4 substrate	+	0.5596	55.96%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.7232	72.32%
CYP3A4 inhibition	-	0.9221	92.21%
CYP2C9 inhibition	-	0.8996	89.96%
CYP2C19 inhibition	-	0.8466	84.66%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.8918	89.18%
CYP2C8 inhibition	+	0.5126	51.26%
CYP inhibitory promiscuity	-	0.7295	72.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6354	63.54%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.7418	74.18%
Skin irritation	-	0.7955	79.55%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6506	65.06%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7587	75.87%
Acute Oral Toxicity (c)	IV	0.4359	43.59%
Estrogen receptor binding	-	0.5819	58.19%
Androgen receptor binding	+	0.6064	60.64%
Thyroid receptor binding	+	0.5745	57.45%
Glucocorticoid receptor binding	-	0.5162	51.62%
Aromatase binding	+	0.6422	64.22%
PPAR gamma	+	0.7357	73.57%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4232	42.32%

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	98.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.81%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.16%	89.67%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.09%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.19%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.00%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.85%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.71%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	81.09%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.22%	97.09%

Plants that contains it

• Aloe africana

Cross-Links

• PubChem: 163022809
• LOTUS: LTS0133177
• wikiData: Q105025589