3-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyran-4-one

Details

• Internal ID: 39f41276-e9ff-4d77-91ac-fcc283229279
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyran-4-one
• SMILES (Canonical): C1=COC=C(C1=O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=COC=C(C1=O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C11H14O8/c12-3-6-8(14)9(15)10(16)11(18-6)19-7-4-17-2-1-5(7)13/h1-2,4,6,8-12,14-16H,3H2
• InChI Key: QCBPBADGYXFZSW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₈
• Molecular Weight: 274.22 g/mol
• Exact Mass: 274.06886740 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.18
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• AKOS032947819
• NSC-383483

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7875	78.75%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6422	64.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9779	97.79%
P-glycoprotein inhibitior	-	0.9260	92.60%
P-glycoprotein substrate	-	0.9790	97.90%
CYP3A4 substrate	-	0.5413	54.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	-	0.8986	89.86%
CYP2C9 inhibition	-	0.8955	89.55%
CYP2C19 inhibition	-	0.9381	93.81%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9527	95.27%
CYP2C8 inhibition	-	0.8836	88.36%
CYP inhibitory promiscuity	-	0.8072	80.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7388	73.88%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8778	87.78%
Skin irritation	-	0.8121	81.21%
Skin corrosion	-	0.9704	97.04%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6898	68.98%
Micronuclear	-	0.5308	53.08%
Hepatotoxicity	-	0.7172	71.72%
skin sensitisation	-	0.8164	81.64%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5622	56.22%
Acute Oral Toxicity (c)	III	0.6488	64.88%
Estrogen receptor binding	-	0.6342	63.42%
Androgen receptor binding	-	0.7143	71.43%
Thyroid receptor binding	-	0.6680	66.80%
Glucocorticoid receptor binding	-	0.5102	51.02%
Aromatase binding	-	0.8026	80.26%
PPAR gamma	+	0.5881	58.81%
Honey bee toxicity	-	0.8189	81.89%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	-	0.4199	41.99%

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	94.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.56%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.07%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.43%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.33%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.75%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.14%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.71%	86.92%

Plants that contains it

• Erigeron annuus
• Erigeron breviscapus

Cross-Links

• PubChem: 343591
• LOTUS: LTS0242324
• wikiData: Q105218140