(2S,3R,4S,5R,6R)-2-[(2S)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: b6f88b77-c6a7-4cf7-991d-1e5db3975e26
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[(2S)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C(C1C(C(C(C(O1)OCC(CO)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)OC[C@H](CO)O)O)O)O)O
• InChI: InChI=1S/C9H18O8/c10-1-4(12)3-16-9-8(15)7(14)6(13)5(2-11)17-9/h4-15H,1-3H2/t4-,5+,6-,7-,8+,9-/m0/s1
• InChI Key: NHJUPBDCSOGIKX-ZKMHSNTISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₈O₈
• Molecular Weight: 254.23 g/mol
• Exact Mass: 254.10016753 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -3.84
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9488	94.88%
Caco-2	-	0.8979	89.79%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6685	66.85%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9715	97.15%
P-glycoprotein inhibitior	-	0.9548	95.48%
P-glycoprotein substrate	-	0.9786	97.86%
CYP3A4 substrate	-	0.6145	61.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.9779	97.79%
CYP2C9 inhibition	-	0.9696	96.96%
CYP2C19 inhibition	-	0.9498	94.98%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.9662	96.62%
CYP2C8 inhibition	-	0.9601	96.01%
CYP inhibitory promiscuity	-	0.9712	97.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9629	96.29%
Skin irritation	-	0.8655	86.55%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4835	48.35%
Micronuclear	-	0.8641	86.41%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9317	93.17%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6946	69.46%
Acute Oral Toxicity (c)	IV	0.6269	62.69%
Estrogen receptor binding	-	0.8352	83.52%
Androgen receptor binding	-	0.7929	79.29%
Thyroid receptor binding	+	0.5158	51.58%
Glucocorticoid receptor binding	-	0.5621	56.21%
Aromatase binding	-	0.5804	58.04%
PPAR gamma	-	0.6916	69.16%
Honey bee toxicity	-	0.7154	71.54%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.9600	96.00%
Fish aquatic toxicity	-	0.9471	94.71%

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	93.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.63%	91.11%
CHEMBL3589	P55263	Adenosine kinase	87.01%	98.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.08%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.22%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.96%	97.29%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.28%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	81.28%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.61%	97.25%

Plants that contains it

• Psidium guajava

Cross-Links

• PubChem: 101612205
• NPASS: NPC277983
• LOTUS: LTS0237739
• wikiData: Q105179428