beta-D-Apiose

Details

• Internal ID: 52179fbe-c9ab-44e6-90aa-c8d8cd8e01e7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Pentoses
• IUPAC Name: (2R,3R,4R)-4-(hydroxymethyl)oxolane-2,3,4-triol
• SMILES (Canonical): C1C(C(C(O1)O)O)(CO)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)O)O)(CO)O
• InChI: InChI=1S/C5H10O5/c6-1-5(9)2-10-4(8)3(5)7/h3-4,6-9H,1-2H2/t3-,4+,5+/m0/s1
• InChI Key: ASNHGEVAWNWCRQ-VPENINKCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₁₀O₅
• Molecular Weight: 150.13 g/mol
• Exact Mass: 150.05282342 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.58
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• D-Apio-beta-D-furanose
• 2IVA2P4XYF
• UNII-2IVA2P4XYF
• 3-C-(hydroxymethyl)-beta-D-glycero-tetrofuranose
• 36465-64-2
• 2,3,4-Furantriol, tetrahydro-4-(hydroxymethyl)-, (2R,3R,4R)-
• C08346
• CHEBI:27672
• D-APIO-.BETA.-D-FURANOSE
• 3-c-(hydroxymethyl)-beta-d-erythrose
• W-203406
• Q27103254
• (2R,3R,4R)-4-(hydroxymethyl)tetrahydrofuran-2,3,4-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7996	79.96%
Caco-2	-	0.9109	91.09%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5651	56.51%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9627	96.27%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9470	94.70%
P-glycoprotein inhibitior	-	0.9821	98.21%
P-glycoprotein substrate	-	0.9569	95.69%
CYP3A4 substrate	-	0.6458	64.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.9806	98.06%
CYP2C9 inhibition	-	0.9453	94.53%
CYP2C19 inhibition	-	0.9228	92.28%
CYP2D6 inhibition	-	0.9552	95.52%
CYP1A2 inhibition	-	0.9225	92.25%
CYP2C8 inhibition	-	0.9597	95.97%
CYP inhibitory promiscuity	-	0.9623	96.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5781	57.81%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.6249	62.49%
Skin irritation	-	0.8013	80.13%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7016	70.16%
Micronuclear	-	0.8526	85.26%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9234	92.34%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.4939	49.39%
Acute Oral Toxicity (c)	IV	0.5888	58.88%
Estrogen receptor binding	-	0.8218	82.18%
Androgen receptor binding	-	0.8099	80.99%
Thyroid receptor binding	-	0.7198	71.98%
Glucocorticoid receptor binding	-	0.7219	72.19%
Aromatase binding	-	0.8158	81.58%
PPAR gamma	-	0.8255	82.55%
Honey bee toxicity	-	0.8817	88.17%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.9370	93.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	95.12%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.59%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.58%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.01%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.38%	95.56%

Plants that contains it

• Abrus precatorius

Cross-Links

• PubChem: 441474
• NPASS: NPC208186