(3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol;3-methyl-1-(1,3,5-trihydroxycyclohexa-2,4-dien-1-yl)butan-1-one

Details

• Internal ID: b40e854c-f3e9-40a3-8500-a7f1bd162b18
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides
• IUPAC Name: (3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol;3-methyl-1-(1,3,5-trihydroxycyclohexa-2,4-dien-1-yl)butan-1-one
• SMILES (Canonical): CC(C)CC(=O)C1(CC(=CC(=C1)O)O)O.C(C1C(C(C(C(O1)O)O)O)O)O
• SMILES (Isomeric): CC(C)CC(=O)C1(CC(=CC(=C1)O)O)O.C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)O)O)O)O
• InChI: InChI=1S/C11H16O4.C6H12O6/c1-7(2)3-10(14)11(15)5-8(12)4-9(13)6-11;7-1-2-3(8)4(9)5(10)6(11)12-2/h4-5,7,12-13,15H,3,6H2,1-2H3;2-11H,1H2/t;2-,3-,4+,5-,6?/m.1/s1
• InChI Key: RQJVZPAZVQLIEM-MSPHXDAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₁₀
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.16824709 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5569	55.69%
Caco-2	-	0.8381	83.81%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8364	83.64%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.8312	83.12%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9768	97.68%
P-glycoprotein inhibitior	-	0.9589	95.89%
P-glycoprotein substrate	-	0.7016	70.16%
CYP3A4 substrate	+	0.5584	55.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.9009	90.09%
CYP2C9 inhibition	-	0.8955	89.55%
CYP2C19 inhibition	-	0.8847	88.47%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	-	0.8756	87.56%
CYP inhibitory promiscuity	-	0.9336	93.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6816	68.16%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8859	88.59%
Skin irritation	-	0.7807	78.07%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7424	74.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4515	45.15%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8175	81.75%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4770	47.70%
Acute Oral Toxicity (c)	III	0.6415	64.15%
Estrogen receptor binding	-	0.8220	82.20%
Androgen receptor binding	+	0.5856	58.56%
Thyroid receptor binding	-	0.5116	51.16%
Glucocorticoid receptor binding	-	0.6582	65.82%
Aromatase binding	-	0.5460	54.60%
PPAR gamma	-	0.7707	77.07%
Honey bee toxicity	-	0.9054	90.54%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8455	84.55%

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	97.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.18%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.88%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.24%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.22%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.90%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.84%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.29%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.30%	100.00%

Plants that contains it

• Miliusa balansae

Cross-Links

• PubChem: 163189239
• LOTUS: LTS0184392
• wikiData: Q105243360