1-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone

Details

• Internal ID: 44dac30c-3493-4a39-af4d-478bd4874b66
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[2,4-dihydroxy-6-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C(C=C1OC2C(C(C(C(O2)CO)O)O)O)O)O
• SMILES (Isomeric): CC(=O)C1=C(C=C(C=C1O[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)O)O)O
• InChI: InChI=1S/C14H18O9/c1-5(16)10-7(18)2-6(17)3-8(10)22-14-13(21)12(20)11(19)9(4-15)23-14/h2-3,9,11-15,17-21H,4H2,1H3/t9-,11-,12+,13-,14-/m0/s1
• InChI Key: GFKQVLKFPJGJEP-HNGSFYKJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₉
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.09508215 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.52
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6968	69.68%
Caco-2	-	0.8962	89.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9081	90.81%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9653	96.53%
P-glycoprotein inhibitior	-	0.9407	94.07%
P-glycoprotein substrate	-	0.9350	93.50%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.8779	87.79%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.9323	93.23%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.8956	89.56%
CYP2C8 inhibition	-	0.7124	71.24%
CYP inhibitory promiscuity	-	0.6895	68.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7453	74.53%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8743	87.43%
Skin irritation	-	0.8162	81.62%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4392	43.92%
Micronuclear	-	0.5108	51.08%
Hepatotoxicity	-	0.7593	75.93%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5280	52.80%
Acute Oral Toxicity (c)	III	0.7648	76.48%
Estrogen receptor binding	+	0.5380	53.80%
Androgen receptor binding	-	0.6548	65.48%
Thyroid receptor binding	-	0.5899	58.99%
Glucocorticoid receptor binding	-	0.5170	51.70%
Aromatase binding	-	0.5927	59.27%
PPAR gamma	+	0.5545	55.45%
Honey bee toxicity	-	0.8447	84.47%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.6459	64.59%

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	98.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.41%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.35%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.37%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.70%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.69%	94.00%
CHEMBL4208	P20618	Proteasome component C5	82.61%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.18%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.70%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.46%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.48%	96.00%

Plants that contains it

• Curcuma comosa

Cross-Links

• PubChem: 10042250
• LOTUS: LTS0217454
• wikiData: Q105007598