[2,4-Dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-phenylmethanone

Details

• Internal ID: bc2ae512-690c-405a-a185-44b082743344
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-phenylmethanone
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O
• InChI: InChI=1S/C19H20O9/c20-8-13-16(24)17(25)18(26)19(28-13)27-12-7-10(21)6-11(22)14(12)15(23)9-4-2-1-3-5-9/h1-7,13,16-22,24-26H,8H2
• InChI Key: CCXXIROIENJKKR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₉
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.11073221 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.49
• 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	-	0.7283	72.83%
Caco-2	-	0.9399	93.99%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	-	0.5589	55.89%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7845	78.45%
P-glycoprotein inhibitior	-	0.7902	79.02%
P-glycoprotein substrate	-	0.9266	92.66%
CYP3A4 substrate	-	0.5186	51.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.8778	87.78%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.9316	93.16%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9387	93.87%
CYP2C8 inhibition	+	0.6425	64.25%
CYP inhibitory promiscuity	-	0.7465	74.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7410	74.10%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.6595	65.95%
Skin irritation	-	0.8267	82.67%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4615	46.15%
Micronuclear	+	0.5533	55.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6137	61.37%
Acute Oral Toxicity (c)	III	0.6875	68.75%
Estrogen receptor binding	+	0.6730	67.30%
Androgen receptor binding	-	0.4879	48.79%
Thyroid receptor binding	+	0.5691	56.91%
Glucocorticoid receptor binding	+	0.5490	54.90%
Aromatase binding	+	0.7281	72.81%
PPAR gamma	+	0.7707	77.07%
Honey bee toxicity	-	0.8757	87.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.7927	79.27%

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	96.72%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.13%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.93%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL3194	P02766	Transthyretin	87.77%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.97%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.56%	95.50%
CHEMBL4208	P20618	Proteasome component C5	85.33%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.22%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	85.12%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.60%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.20%	96.00%

Plants that contains it

• Garcinia mangostana
• Hypericum sampsonii
• Hypericum thasium
• Polygala karensium

Cross-Links

• PubChem: 85362951
• LOTUS: LTS0062524
• wikiData: Q104953943