7-(Hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: a0c24ac3-bfa6-43da-a807-e15ec99b0fb7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
• SMILES (Canonical): C1CC(=C2C1C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)O)CO
• SMILES (Isomeric): C1CC(=C2C1C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)O)CO
• InChI: InChI=1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h5,7,9,11-13,15-21H,1-4H2,(H,22,23)
• InChI Key: UJHKVBUVGHLNMO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₁₀
• Molecular Weight: 374.34 g/mol
• Exact Mass: 374.12129689 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -2.17
• 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	-	0.4675	46.75%
Caco-2	-	0.9079	90.79%
Blood Brain Barrier	-	0.5642	56.42%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8298	82.98%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8221	82.21%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9059	90.59%
P-glycoprotein inhibitior	-	0.9104	91.04%
P-glycoprotein substrate	-	0.9127	91.27%
CYP3A4 substrate	+	0.5620	56.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.9628	96.28%
CYP2C9 inhibition	-	0.9189	91.89%
CYP2C19 inhibition	-	0.8464	84.64%
CYP2D6 inhibition	-	0.8704	87.04%
CYP1A2 inhibition	-	0.7998	79.98%
CYP2C8 inhibition	-	0.6587	65.87%
CYP inhibitory promiscuity	-	0.8808	88.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6865	68.65%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8763	87.63%
Skin irritation	-	0.7844	78.44%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.5340	53.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.6128	61.28%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7714	77.14%
skin sensitisation	-	0.8797	87.97%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7620	76.20%
Acute Oral Toxicity (c)	III	0.4455	44.55%
Estrogen receptor binding	+	0.5265	52.65%
Androgen receptor binding	+	0.5391	53.91%
Thyroid receptor binding	+	0.5205	52.05%
Glucocorticoid receptor binding	-	0.5930	59.30%
Aromatase binding	+	0.5847	58.47%
PPAR gamma	+	0.6053	60.53%
Honey bee toxicity	-	0.8456	84.56%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.7786	77.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.15%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.05%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.13%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.93%	92.50%

Plants that contains it

• Globularia trichosantha
• Plantago maritima

Cross-Links

• PubChem: 73809348
• LOTUS: LTS0109116
• wikiData: Q105273944