(2R,3S,4S)-2-(hydroxymethyl)-5-(hydroxymethylidene)oxolane-3,4-diol

Details

• Internal ID: 6142498f-8d72-440e-b13c-bd9c9d8d2413
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides
• IUPAC Name: (2R,3S,4S)-2-(hydroxymethyl)-5-(hydroxymethylidene)oxolane-3,4-diol
• SMILES (Canonical): C(C1C(C(C(=CO)O1)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H](C(=CO)O1)O)O)O
• InChI: InChI=1S/C6H10O5/c7-1-3-5(9)6(10)4(2-8)11-3/h1,4-10H,2H2/t4-,5-,6-/m1/s1
• InChI Key: FZRJRIPXNVGOHZ-HSUXUTPPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₅
• Molecular Weight: 162.14 g/mol
• Exact Mass: 162.05282342 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.50
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5599	55.99%
Caco-2	-	0.9578	95.78%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6083	60.83%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9708	97.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9847	98.47%
P-glycoprotein inhibitior	-	0.9746	97.46%
P-glycoprotein substrate	-	0.9731	97.31%
CYP3A4 substrate	-	0.6710	67.10%
CYP2C9 substrate	-	0.8136	81.36%
CYP2D6 substrate	-	0.8173	81.73%
CYP3A4 inhibition	-	0.9709	97.09%
CYP2C9 inhibition	-	0.9168	91.68%
CYP2C19 inhibition	-	0.9024	90.24%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.8234	82.34%
CYP2C8 inhibition	-	0.9717	97.17%
CYP inhibitory promiscuity	-	0.7973	79.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.8152	81.52%
Skin irritation	-	0.7512	75.12%
Skin corrosion	-	0.8892	88.92%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7536	75.36%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5824	58.24%
skin sensitisation	-	0.8753	87.53%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5155	51.55%
Acute Oral Toxicity (c)	IV	0.5072	50.72%
Estrogen receptor binding	-	0.7893	78.93%
Androgen receptor binding	-	0.8725	87.25%
Thyroid receptor binding	-	0.7316	73.16%
Glucocorticoid receptor binding	-	0.7527	75.27%
Aromatase binding	-	0.8160	81.60%
PPAR gamma	-	0.7625	76.25%
Honey bee toxicity	-	0.7675	76.75%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.8066	80.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.59%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.81%	96.09%

Plants that contains it

• Camptotheca acuminata
• Codonopsis pilosula
• Fagopyrum esculentum
• Levisticum officinale
• Malus pumila
• Morus alba
• Panax ginseng
• Pyrus communis
• Scrophularia ningpoensis
• Taraxacum officinale

Cross-Links

• PubChem: 56947165
• NPASS: NPC1507