(2S,3R,4S,5S,6R)-2-[(Z)-1-hydroxyhex-3-enyl]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: d4bde552-b49f-4cfe-bd9b-285c0a5f7109
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(Z)-1-hydroxyhex-3-enyl]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCC=CCC(C1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): CC/C=C\CC([C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C12H22O6/c1-2-3-4-5-7(14)12-11(17)10(16)9(15)8(6-13)18-12/h3-4,7-17H,2,5-6H2,1H3/b4-3-/t7?,8-,9-,10+,11-,12+/m1/s1
• InChI Key: SKMMQTINNZWZJF-ZJQWUNGMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₂O₆
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.14163842 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6313	63.13%
Caco-2	-	0.8890	88.90%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6458	64.58%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9537	95.37%
P-glycoprotein inhibitior	-	0.9335	93.35%
P-glycoprotein substrate	-	0.9474	94.74%
CYP3A4 substrate	-	0.5754	57.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7824	78.24%
CYP3A4 inhibition	-	0.8846	88.46%
CYP2C9 inhibition	-	0.9385	93.85%
CYP2C19 inhibition	-	0.8904	89.04%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.9167	91.67%
CYP2C8 inhibition	-	0.9502	95.02%
CYP inhibitory promiscuity	-	0.9244	92.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6788	67.88%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9926	99.26%
Skin irritation	-	0.8041	80.41%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7574	75.74%
skin sensitisation	-	0.8268	82.68%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6801	68.01%
Acute Oral Toxicity (c)	III	0.6280	62.80%
Estrogen receptor binding	-	0.8459	84.59%
Androgen receptor binding	-	0.7291	72.91%
Thyroid receptor binding	-	0.6432	64.32%
Glucocorticoid receptor binding	-	0.5788	57.88%
Aromatase binding	-	0.8059	80.59%
PPAR gamma	-	0.5809	58.09%
Honey bee toxicity	-	0.8757	87.57%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	-	0.7469	74.69%

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	94.08%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.75%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.43%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	88.20%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.06%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.12%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.03%	91.11%
CHEMBL3589	P55263	Adenosine kinase	85.24%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.92%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.71%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.55%	97.09%

Plants that contains it

• Miliusa balansae

Cross-Links

• PubChem: 163195504
• LOTUS: LTS0180539
• wikiData: Q105254924