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

Details

• Internal ID: 2ab67f10-909b-4b93-85e9-f3c8f5249dbe
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-hydroxy-2-methylidenebutanoate
• SMILES (Canonical): C=C(CCO)C(=O)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C=C(CCO)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O
• InChI: InChI=1S/C11H18O8/c1-5(2-3-12)10(17)19-11-9(16)8(15)7(14)6(4-13)18-11/h6-9,11-16H,1-4H2/t6-,7+,8-,9+,11-/m0/s1
• InChI Key: SQRUWMQAWMLKPR-WNIYITNYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₈
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.10016753 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.73
• 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	-	0.8100	81.00%
Caco-2	-	0.8205	82.05%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8012	80.12%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9863	98.63%
P-glycoprotein inhibitior	-	0.9350	93.50%
P-glycoprotein substrate	-	0.9737	97.37%
CYP3A4 substrate	-	0.5142	51.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.9329	93.29%
CYP2C9 inhibition	-	0.8982	89.82%
CYP2C19 inhibition	-	0.8455	84.55%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	-	0.9242	92.42%
CYP2C8 inhibition	-	0.9052	90.52%
CYP inhibitory promiscuity	-	0.9480	94.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7680	76.80%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.9190	91.90%
Skin irritation	-	0.7967	79.67%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.8424	84.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7297	72.97%
Micronuclear	-	0.8741	87.41%
Hepatotoxicity	-	0.7944	79.44%
skin sensitisation	-	0.8145	81.45%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5634	56.34%
Acute Oral Toxicity (c)	III	0.4795	47.95%
Estrogen receptor binding	-	0.6209	62.09%
Androgen receptor binding	-	0.7388	73.88%
Thyroid receptor binding	-	0.5844	58.44%
Glucocorticoid receptor binding	-	0.4814	48.14%
Aromatase binding	-	0.6822	68.22%
PPAR gamma	-	0.6254	62.54%
Honey bee toxicity	-	0.7556	75.56%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.7063	70.63%

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	94.07%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.27%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.96%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	84.34%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.93%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	82.88%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.26%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	81.21%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.31%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.12%	94.33%

Plants that contains it

• Tulipa gesneriana
• Tulipa turkestanica

Cross-Links

• PubChem: 162887109
• LOTUS: LTS0156114
• wikiData: Q105258461