(2R,3S,4R,5R,6S)-2-[(2S,3S,5R)-5-[bis(3,4-dihydroxyphenyl)-hydroxymethyl]-2-hydroxyoxolan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 683551cc-4847-4c9a-8fe7-0e59ad83e9ac
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: (2R,3S,4R,5R,6S)-2-[(2S,3S,5R)-5-[bis(3,4-dihydroxyphenyl)-hydroxymethyl]-2-hydroxyoxolan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C23H28O13/c24-8-16-18(29)19(30)20(31)22(35-16)34-15-7-17(36-21(15)32)23(33,9-1-3-11(25)13(27)5-9)10-2-4-12(26)14(28)6-10/h1-6,15-22,24-33H,7-8H2/t15-,16-,17+,18-,19+,20-,21-,22-/m0/s1
• InChI Key: QQVIYOZZBVRPEM-IMHAECHTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₁₃
• Molecular Weight: 512.50 g/mol
• Exact Mass: 512.15299094 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.96
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7772	77.72%
Caco-2	-	0.8884	88.84%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	+	0.5680	56.80%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5465	54.65%
P-glycoprotein inhibitior	-	0.5864	58.64%
P-glycoprotein substrate	-	0.8973	89.73%
CYP3A4 substrate	+	0.5634	56.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8222	82.22%
CYP3A4 inhibition	-	0.8092	80.92%
CYP2C9 inhibition	-	0.7942	79.42%
CYP2C19 inhibition	-	0.7679	76.79%
CYP2D6 inhibition	-	0.8999	89.99%
CYP1A2 inhibition	-	0.8791	87.91%
CYP2C8 inhibition	+	0.4733	47.33%
CYP inhibitory promiscuity	-	0.5790	57.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5461	54.61%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8511	85.11%
Skin irritation	-	0.8327	83.27%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6514	65.14%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.7299	72.99%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6857	68.57%
Acute Oral Toxicity (c)	III	0.6531	65.31%
Estrogen receptor binding	+	0.6768	67.68%
Androgen receptor binding	+	0.6094	60.94%
Thyroid receptor binding	+	0.6331	63.31%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6670	66.70%
PPAR gamma	+	0.7215	72.15%
Honey bee toxicity	-	0.7621	76.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5134	51.34%
Fish aquatic toxicity	+	0.7392	73.92%

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	99.78%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.74%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.42%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	88.70%	99.43%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.04%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.50%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.22%	94.73%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.77%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.05%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.03%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.24%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.09%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.27%	95.56%

Plants that contains it

• Curculigo sinensis

Cross-Links

• PubChem: 162931502
• LOTUS: LTS0117025
• wikiData: Q105226083