(4S,5R)-5-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-one

Details

• Internal ID: abf7ca1e-8fe5-4d5c-8ddd-2b1c9e7131d6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (4S,5R)-5-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-one
• SMILES (Canonical): C1C(C(OC1=O)CO)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC1=O)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C11H18O9/c12-2-5-4(1-7(14)18-5)19-11-10(17)9(16)8(15)6(3-13)20-11/h4-6,8-13,15-17H,1-3H2/t4-,5+,6+,8+,9-,10+,11+/m0/s1
• InChI Key: GPIJMIWHLZJMMT-SJPVLFDFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₉
• Molecular Weight: 294.25 g/mol
• Exact Mass: 294.09508215 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -3.52
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8995	89.95%
Caco-2	-	0.9336	93.36%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8318	83.18%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9350	93.50%
P-glycoprotein inhibitior	-	0.9414	94.14%
P-glycoprotein substrate	-	0.9754	97.54%
CYP3A4 substrate	-	0.5445	54.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.9598	95.98%
CYP2C9 inhibition	-	0.9400	94.00%
CYP2C19 inhibition	-	0.8904	89.04%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	-	0.9344	93.44%
CYP2C8 inhibition	-	0.9236	92.36%
CYP inhibitory promiscuity	-	0.9316	93.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7180	71.80%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.8828	88.28%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7012	70.12%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7571	75.71%
skin sensitisation	-	0.9406	94.06%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5684	56.84%
Acute Oral Toxicity (c)	IV	0.5063	50.63%
Estrogen receptor binding	-	0.6875	68.75%
Androgen receptor binding	-	0.6123	61.23%
Thyroid receptor binding	-	0.5667	56.67%
Glucocorticoid receptor binding	-	0.5574	55.74%
Aromatase binding	+	0.6587	65.87%
PPAR gamma	+	0.5784	57.84%
Honey bee toxicity	-	0.8090	80.90%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	-	0.6123	61.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.11%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.44%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.59%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.51%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.67%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.58%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.47%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.33%	95.89%

Plants that contains it

• Artemisia scoparia
• Clematis hexapetala

Cross-Links

• PubChem: 102322384
• LOTUS: LTS0246507
• wikiData: Q104942503