(2S)-2,5-dimethyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyfuran-3-one

Details

• Internal ID: a598b012-ad2d-4dcc-b851-943dc8774f71
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S)-2,5-dimethyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyfuran-3-one
• SMILES (Canonical): CC1C(=O)C(=C(O1)C)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C[C@H]1C(=O)C(=C(O1)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C12H18O8/c1-4-7(14)11(5(2)18-4)20-12-10(17)9(16)8(15)6(3-13)19-12/h4,6,8-10,12-13,15-17H,3H2,1-2H3/t4-,6+,8+,9-,10+,12-/m0/s1
• InChI Key: ZCBCXLRKTUDKOP-ULMISWIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₈
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.10016753 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7297	72.97%
Caco-2	-	0.8875	88.75%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8334	83.34%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9065	90.65%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8557	85.57%
P-glycoprotein inhibitior	-	0.8862	88.62%
P-glycoprotein substrate	-	0.9704	97.04%
CYP3A4 substrate	+	0.5149	51.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8799	87.99%
CYP3A4 inhibition	-	0.9378	93.78%
CYP2C9 inhibition	-	0.9374	93.74%
CYP2C19 inhibition	-	0.9159	91.59%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	-	0.9393	93.93%
CYP inhibitory promiscuity	-	0.7568	75.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7442	74.42%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9394	93.94%
Skin irritation	-	0.8280	82.80%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.6591	65.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.7016	70.16%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.6894	68.94%
skin sensitisation	-	0.8909	89.09%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.6036	60.36%
Acute Oral Toxicity (c)	III	0.5426	54.26%
Estrogen receptor binding	-	0.5666	56.66%
Androgen receptor binding	-	0.6346	63.46%
Thyroid receptor binding	+	0.5802	58.02%
Glucocorticoid receptor binding	-	0.5723	57.23%
Aromatase binding	-	0.6420	64.20%
PPAR gamma	-	0.5512	55.12%
Honey bee toxicity	-	0.8671	86.71%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.5718	57.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.50%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	86.78%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.55%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.54%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.30%	97.36%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.04%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	82.39%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.23%	94.00%

Plants that contains it

• Ananas comosus

Cross-Links

• PubChem: 163060859
• LOTUS: LTS0004923
• wikiData: Q105370941