[2,6-dihydroxy-3,5-dimethyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-phenylmethanone

Details

• Internal ID: a9e1c7f2-077d-43bd-863a-c582db467026
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [2,6-dihydroxy-3,5-dimethyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-phenylmethanone
• InChI: InChI=1S/C21H24O9/c1-9-14(23)13(16(25)11-6-4-3-5-7-11)15(24)10(2)20(9)30-21-19(28)18(27)17(26)12(8-22)29-21/h3-7,12,17-19,21-24,26-28H,8H2,1-2H3/t12-,17-,18+,19-,21+/m1/s1
• InChI Key: NFHKLMHDJDJDMB-VIVOITHDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₉
• Molecular Weight: 420.40 g/mol
• Exact Mass: 420.14203234 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.12
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7024	70.24%
Caco-2	-	0.8828	88.28%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7433	74.33%
OATP2B1 inhibitior	+	0.5832	58.32%
OATP1B1 inhibitior	+	0.8134	81.34%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5677	56.77%
P-glycoprotein inhibitior	-	0.7299	72.99%
P-glycoprotein substrate	-	0.9252	92.52%
CYP3A4 substrate	+	0.5100	51.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.8186	81.86%
CYP2C9 inhibition	-	0.8752	87.52%
CYP2C19 inhibition	-	0.9205	92.05%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.8530	85.30%
CYP2C8 inhibition	+	0.4894	48.94%
CYP inhibitory promiscuity	-	0.6899	68.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7726	77.26%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8738	87.38%
Skin irritation	-	0.8583	85.83%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	+	0.5130	51.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5678	56.78%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.7694	76.94%
skin sensitisation	-	0.8916	89.16%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7976	79.76%
Acute Oral Toxicity (c)	III	0.7760	77.60%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	-	0.5270	52.70%
Thyroid receptor binding	+	0.6605	66.05%
Glucocorticoid receptor binding	+	0.6450	64.50%
Aromatase binding	+	0.7829	78.29%
PPAR gamma	+	0.7623	76.23%
Honey bee toxicity	-	0.9404	94.04%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.8356	83.56%

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	95.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.07%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.09%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.71%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.28%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.93%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.95%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.76%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.28%	89.00%

Plants that contains it

• Psidium guajava

Cross-Links

• PubChem: 163072202
• LOTUS: LTS0196139
• wikiData: Q105178475