Dianthoside

Details

• Internal ID: 657f1868-1084-4c87-a001-35f6200bf1f2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyran-4-one
• SMILES (Canonical): CC1=C(C(=O)C=CO1)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC1=C(C(=O)C=CO1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C12H16O8/c1-5-11(6(14)2-3-18-5)20-12-10(17)9(16)8(15)7(4-13)19-12/h2-3,7-10,12-13,15-17H,4H2,1H3/t7-,8-,9+,10-,12+/m1/s1
• InChI Key: YGSIRXHFAUFUEJ-GPTQDWHKSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₈
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.08451746 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 20847-13-6
• 4H-Pyran-4-one, 3-(beta-D-glucopyranosyloxy)-2-methyl-
• maltol glucoside
• maltol beta-D-glucopyranoside
• CHEMBL485278
• SCHEMBL9986099
• CHEBI:181092
• DTXSID201318305
• AKOS040735373
• 2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyran-4-one
• NCGC00385684-01
• NCGC00385684-01_C12H16O8_4H-Pyran-4-one, 3-(beta-D-glucopyranosyloxy)-2-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7699	76.99%
Caco-2	-	0.8878	88.78%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7234	72.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9397	93.97%
P-glycoprotein inhibitior	-	0.9128	91.28%
P-glycoprotein substrate	-	0.9754	97.54%
CYP3A4 substrate	+	0.5150	51.50%
CYP2C9 substrate	-	0.8252	82.52%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.9102	91.02%
CYP2C9 inhibition	-	0.9024	90.24%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.9334	93.34%
CYP2C8 inhibition	-	0.8635	86.35%
CYP inhibitory promiscuity	-	0.7585	75.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7321	73.21%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9516	95.16%
Skin irritation	-	0.8247	82.47%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6090	60.90%
Micronuclear	-	0.5208	52.08%
Hepatotoxicity	-	0.7281	72.81%
skin sensitisation	-	0.8613	86.13%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.5630	56.30%
Acute Oral Toxicity (c)	III	0.7565	75.65%
Estrogen receptor binding	-	0.6038	60.38%
Androgen receptor binding	-	0.6470	64.70%
Thyroid receptor binding	-	0.6005	60.05%
Glucocorticoid receptor binding	-	0.5329	53.29%
Aromatase binding	-	0.8065	80.65%
PPAR gamma	-	0.5393	53.93%
Honey bee toxicity	-	0.9053	90.53%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.4060	40.60%

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	95.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.87%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.70%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.32%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.30%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.20%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.04%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.63%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.58%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.58%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.98%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.37%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.87%	97.09%

Plants that contains it

• Afrocarpus gracilior
• Agave xylonacantha
• Alstonia muelleriana
• Anthemis cretica
• Antiphiona pinnatisecta
• Calophyllum inophyllum
• Ceratozamia kuesteriana
• Chaerophyllum hirsutum
• Coreopsis nodosa
• Dacrydium cupressinum
• Eschscholzia californica
• Glycine tomentella
• Helichrysum italicum
• Inulanthera nuda
• Lycopodium japonicum
• Maackia tashiroi
• Millettia ichthyochtona
• Monoon cupulare
• Nicotiana undulata
• Panax ginseng
• Passiflora incarnata
• Petrorhagia prolifera
• Prangos uloptera
• Pteris altissima
• Senecio paludaffinis
• Seriphidium cinum
• Thelypteris esquirolii
• Trigonella grandiflora
• Tripolium pannonicum
• Turnera diffusa
• Uvaria calamistrata

Cross-Links

• PubChem: 5316639
• NPASS: NPC265442
• LOTUS: LTS0165877
• wikiData: Q104402222