2-(hydroxymethyl)-6-[[4-(hydroxymethyl)-4,6a-dihydro-3aH-cyclopenta[b]furan-5-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: 152238e0-4e2b-470b-af82-b78c9db31843
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-(hydroxymethyl)-6-[[4-(hydroxymethyl)-4,6a-dihydro-3aH-cyclopenta[b]furan-5-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1=COC2C1C(C(=C2)COC3C(C(C(C(O3)CO)O)O)O)CO
• SMILES (Isomeric): C1=COC2C1C(C(=C2)COC3C(C(C(C(O3)CO)O)O)O)CO
• InChI: InChI=1S/C15H22O8/c16-4-9-7(3-10-8(9)1-2-21-10)6-22-15-14(20)13(19)12(18)11(5-17)23-15/h1-3,8-20H,4-6H2
• InChI Key: RURCIZYIZNXZMJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₈
• Molecular Weight: 330.33 g/mol
• Exact Mass: 330.13146766 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.12
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5919	59.19%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6750	67.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9667	96.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9186	91.86%
P-glycoprotein inhibitior	-	0.8972	89.72%
P-glycoprotein substrate	-	0.9124	91.24%
CYP3A4 substrate	+	0.5338	53.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	-	0.9581	95.81%
CYP2C9 inhibition	-	0.9278	92.78%
CYP2C19 inhibition	-	0.8298	82.98%
CYP2D6 inhibition	-	0.8926	89.26%
CYP1A2 inhibition	-	0.8485	84.85%
CYP2C8 inhibition	-	0.6175	61.75%
CYP inhibitory promiscuity	-	0.7816	78.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6154	61.54%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9761	97.61%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5886	58.86%
Micronuclear	-	0.8041	80.41%
Hepatotoxicity	-	0.7199	71.99%
skin sensitisation	-	0.8892	88.92%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5766	57.66%
Acute Oral Toxicity (c)	III	0.4153	41.53%
Estrogen receptor binding	-	0.6409	64.09%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5248	52.48%
Glucocorticoid receptor binding	-	0.8049	80.49%
Aromatase binding	+	0.6487	64.87%
PPAR gamma	+	0.6033	60.33%
Honey bee toxicity	-	0.7500	75.00%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4711	47.11%

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	94.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.88%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.15%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	85.08%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.59%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.26%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.49%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.23%	89.67%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 85241311
• LOTUS: LTS0037103
• wikiData: Q105245751