(2R,3R,4S,5S,6R)-2-[2-[(1R,5R)-5-hydroxy-2,3-bis(hydroxymethyl)cyclopent-2-en-1-yl]ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 76b73c1f-2966-46ba-8766-4015a71cc048
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[2-[(1R,5R)-5-hydroxy-2,3-bis(hydroxymethyl)cyclopent-2-en-1-yl]ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1C(C(C(=C1CO)CO)CCOC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H](C(=C1CO)CO)CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C15H26O9/c16-4-7-3-10(19)8(9(7)5-17)1-2-23-15-14(22)13(21)12(20)11(6-18)24-15/h8,10-22H,1-6H2/t8-,10-,11-,12-,13+,14-,15-/m1/s1
• InChI Key: VYACBHCRZHLZIT-UUQQTNGRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₉
• Molecular Weight: 350.36 g/mol
• Exact Mass: 350.15768240 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -3.14
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7990	79.90%
Caco-2	-	0.8497	84.97%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8045	80.45%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8905	89.05%
P-glycoprotein inhibitior	-	0.9057	90.57%
P-glycoprotein substrate	-	0.9067	90.67%
CYP3A4 substrate	+	0.5174	51.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8229	82.29%
CYP3A4 inhibition	-	0.9766	97.66%
CYP2C9 inhibition	-	0.9222	92.22%
CYP2C19 inhibition	-	0.8264	82.64%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.8806	88.06%
CYP2C8 inhibition	-	0.8119	81.19%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7353	73.53%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.8517	85.17%
Skin irritation	-	0.7999	79.99%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4228	42.28%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8805	88.05%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5696	56.96%
Acute Oral Toxicity (c)	III	0.5268	52.68%
Estrogen receptor binding	-	0.6683	66.83%
Androgen receptor binding	-	0.5061	50.61%
Thyroid receptor binding	+	0.5553	55.53%
Glucocorticoid receptor binding	-	0.6793	67.93%
Aromatase binding	+	0.6583	65.83%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7944	79.44%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	-	0.6040	60.40%

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	97.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.83%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.66%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	82.74%	99.43%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.53%	96.21%
CHEMBL3589	P55263	Adenosine kinase	82.38%	98.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.33%	95.50%
CHEMBL2581	P07339	Cathepsin D	80.31%	98.95%

Plants that contains it

• Eucommia ulmoides

Cross-Links

• PubChem: 6325166
• NPASS: NPC185841
• LOTUS: LTS0170136
• wikiData: Q105298859