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

Details

• Internal ID: d6770d43-f0a7-489f-8c16-2272493e2383
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S)-1-[2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2-methylbutan-1-one
• InChI: InChI=1S/C23H34O14/c1-3-7(2)14(27)13-9(36-23-21(34)19(32)16(29)11(6-25)37-23)4-8(26)12(17(13)30)22-20(33)18(31)15(28)10(5-24)35-22/h4,7,10-11,15-16,18-26,28-34H,3,5-6H2,1-2H3/t7-,10+,11+,15+,16+,18-,19-,20+,21+,22-,23+/m0/s1
• InChI Key: GOAIJAVTBCNNRM-ZHVAVDPJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₁₄
• Molecular Weight: 534.50 g/mol
• Exact Mass: 534.19485575 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.98
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6022	60.22%
Caco-2	-	0.8785	87.85%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.7840	78.40%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8966	89.66%
P-glycoprotein inhibitior	-	0.6644	66.44%
P-glycoprotein substrate	-	0.7904	79.04%
CYP3A4 substrate	+	0.5424	54.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	-	0.9105	91.05%
CYP2C9 inhibition	-	0.8301	83.01%
CYP2C19 inhibition	-	0.8680	86.80%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.8323	83.23%
CYP2C8 inhibition	-	0.6433	64.33%
CYP inhibitory promiscuity	-	0.6498	64.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7017	70.17%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.8581	85.81%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.6219	62.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.7697	76.97%
Micronuclear	-	0.5767	57.67%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8315	83.15%
Acute Oral Toxicity (c)	III	0.7105	71.05%
Estrogen receptor binding	+	0.6270	62.70%
Androgen receptor binding	-	0.5078	50.78%
Thyroid receptor binding	-	0.5883	58.83%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.4851	48.51%
Honey bee toxicity	-	0.8606	86.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7755	77.55%
Fish aquatic toxicity	+	0.8529	85.29%

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	98.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.41%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.86%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.79%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.21%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.83%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	83.66%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.60%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.55%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.43%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.99%	93.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.94%	83.57%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.67%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.94%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.58%	86.92%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.56%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.23%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.14%	96.95%

Plants that contains it

• Kunzea ambigua

Cross-Links

• PubChem: 163104161
• LOTUS: LTS0062397
• wikiData: Q105013573