(2R,3S,4S)-2,4,5-trihydroxy-3-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentanal

Details

• Internal ID: 2fb89a1b-4aa5-472b-8657-ee07f3dc2ee3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S)-2,4,5-trihydroxy-3-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentanal
• SMILES (Canonical): C1C(C(C(C(O1)OC(C(CO)O)C(C=O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]([C@H](CO)O)[C@H](C=O)O)O)O)O
• InChI: InChI=1S/C10H18O9/c11-1-4(13)9(5(14)2-12)19-10-8(17)7(16)6(15)3-18-10/h1,4-10,12-17H,2-3H2/t4-,5-,6+,7-,8+,9+,10+/m0/s1
• InChI Key: AKFASBOHJPPIRI-BPQNYLLHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₉
• Molecular Weight: 282.24 g/mol
• Exact Mass: 282.09508215 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -4.28
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9186	91.86%
Caco-2	-	0.9357	93.57%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7319	73.19%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9583	95.83%
P-glycoprotein inhibitior	-	0.9337	93.37%
P-glycoprotein substrate	-	0.8930	89.30%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.9727	97.27%
CYP2C9 inhibition	-	0.9753	97.53%
CYP2C19 inhibition	-	0.9666	96.66%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9707	97.07%
CYP2C8 inhibition	-	0.9369	93.69%
CYP inhibitory promiscuity	-	0.9768	97.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7437	74.37%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9840	98.40%
Skin irritation	-	0.8577	85.77%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	+	0.6222	62.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.5635	56.35%
Micronuclear	-	0.8141	81.41%
Hepatotoxicity	-	0.7197	71.97%
skin sensitisation	-	0.9299	92.99%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8333	83.33%
Acute Oral Toxicity (c)	IV	0.6240	62.40%
Estrogen receptor binding	-	0.6356	63.56%
Androgen receptor binding	-	0.8338	83.38%
Thyroid receptor binding	-	0.5368	53.68%
Glucocorticoid receptor binding	-	0.4843	48.43%
Aromatase binding	-	0.6169	61.69%
PPAR gamma	-	0.5647	56.47%
Honey bee toxicity	-	0.7680	76.80%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	-	0.9267	92.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.46%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.12%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.47%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.42%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.02%	98.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.59%	86.92%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.99%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.07%	95.56%

Plants that contains it

• Cinnamomum verum

Cross-Links

• PubChem: 162947816
• LOTUS: LTS0174522
• wikiData: Q104913595