(1r,4r,5s,6s,7r,10r,11s,12s)-1,7-Bis(Hydroxymethyl)-2,8,13,14-Tetraoxatricyclo[8.2.1.1~4,7~]tetradecane-5,6,11,12-Tetrol

Details

• Internal ID: c33f9fd7-e51b-4155-9586-3f5c7d24b59a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Disaccharides
• IUPAC Name: (1R,4R,5S,6S,7R,10R,11S,12S)-1,7-bis(hydroxymethyl)-2,8,13,14-tetraoxatricyclo[8.2.1.14,7]tetradecane-5,6,11,12-tetrol
• SMILES (Canonical): C1C2C(C(C(O2)(OCC3C(C(C(O1)(O3)CO)O)O)CO)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@@](O2)(OC[C@@H]3[C@H]([C@@H]([C@](O1)(O3)CO)O)O)CO)O)O
• InChI: InChI=1S/C12H20O10/c13-3-11-10(18)8(16)6(22-11)2-20-12(4-14)9(17)7(15)5(21-12)1-19-11/h5-10,13-18H,1-4H2/t5-,6-,7-,8-,9+,10+,11-,12-/m1/s1
• InChI Key: WMUHBTATSZQNJG-TWOHWVPZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₁₀
• Molecular Weight: 324.28 g/mol
• Exact Mass: 324.10564683 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -4.35
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

• DFA IV
• di-beta-D-fructofuranose 2,6':2',6-dianhydride
• Q27451430
• 0U8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7242	72.42%
Caco-2	-	0.9086	90.86%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5837	58.37%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9674	96.74%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8214	82.14%
P-glycoprotein inhibitior	-	0.9023	90.23%
P-glycoprotein substrate	-	0.9396	93.96%
CYP3A4 substrate	-	0.6532	65.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	-	0.9811	98.11%
CYP2C9 inhibition	-	0.9397	93.97%
CYP2C19 inhibition	-	0.8743	87.43%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.9093	90.93%
CYP2C8 inhibition	-	0.9701	97.01%
CYP inhibitory promiscuity	-	0.9748	97.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5677	56.77%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9749	97.49%
Skin irritation	-	0.8391	83.91%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5844	58.44%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6300	63.00%
skin sensitisation	-	0.9340	93.40%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5620	56.20%
Acute Oral Toxicity (c)	IV	0.5528	55.28%
Estrogen receptor binding	-	0.6440	64.40%
Androgen receptor binding	-	0.5854	58.54%
Thyroid receptor binding	+	0.6018	60.18%
Glucocorticoid receptor binding	-	0.5598	55.98%
Aromatase binding	+	0.6889	68.89%
PPAR gamma	+	0.5750	57.50%
Honey bee toxicity	-	0.8360	83.60%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.6639	66.39%

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	96.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.06%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.95%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.29%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.14%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.07%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9840208
• LOTUS: LTS0118815
• wikiData: Q27451430