[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4-dihydroxy-2-methylidenebutanoate

Details

• Internal ID: a0327851-b0db-4ac1-98e9-30d75cf7f09f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4-dihydroxy-2-methylidenebutanoate
• SMILES (Canonical): C=C(C(CO)O)C(=O)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C=C(C(CO)O)C(=O)OC1C(C(C(C(O1)CO)O)O)O
• InChI: InChI=1S/C11H18O9/c1-4(5(14)2-12)10(18)20-11-9(17)8(16)7(15)6(3-13)19-11/h5-9,11-17H,1-3H2
• InChI Key: KVRQQFBSAHPTAB-UHFFFAOYSA-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): 157.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -3.76
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8030	80.30%
Caco-2	-	0.8590	85.90%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7334	73.34%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9882	98.82%
P-glycoprotein inhibitior	-	0.9224	92.24%
P-glycoprotein substrate	-	0.9723	97.23%
CYP3A4 substrate	-	0.5149	51.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8560	85.60%
CYP3A4 inhibition	-	0.9444	94.44%
CYP2C9 inhibition	-	0.9319	93.19%
CYP2C19 inhibition	-	0.8776	87.76%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	-	0.9363	93.63%
CYP2C8 inhibition	-	0.9155	91.55%
CYP inhibitory promiscuity	-	0.9394	93.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7762	77.62%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.8087	80.87%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6873	68.73%
Micronuclear	-	0.7841	78.41%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.8165	81.65%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6667	66.67%
Acute Oral Toxicity (c)	III	0.4322	43.22%
Estrogen receptor binding	+	0.5622	56.22%
Androgen receptor binding	-	0.7409	74.09%
Thyroid receptor binding	-	0.5176	51.76%
Glucocorticoid receptor binding	-	0.5372	53.72%
Aromatase binding	+	0.5247	52.47%
PPAR gamma	-	0.5335	53.35%
Honey bee toxicity	-	0.6607	66.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	-	0.5843	58.43%

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	95.41%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.76%	96.47%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.50%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.10%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.20%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	83.69%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.53%	98.75%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.17%	97.47%
CHEMBL2581	P07339	Cathepsin D	82.04%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.91%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.81%	97.36%

Plants that contains it

• Tulipa gesneriana

Cross-Links

• PubChem: 4481059
• LOTUS: LTS0186872
• wikiData: Q105146688