3,6-bis(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]-1,4-dioxane-2,5-dione

Details

• Internal ID: d50cf374-9dcf-41eb-b65a-307ce755b6d8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: 3,6-bis(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]-1,4-dioxane-2,5-dione
• SMILES (Canonical): C(C1C(C(C(C(O1)(C2(C(=O)OC(C(=O)O2)CO)CO)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@@H]([C@@H]([C@H]([C@](O1)(C2(C(=O)OC(C(=O)O2)CO)CO)O)O)O)O)O
• InChI: InChI=1S/C12H18O12/c13-1-4-6(16)7(17)8(18)12(21,23-4)11(3-15)10(20)22-5(2-14)9(19)24-11/h4-8,13-18,21H,1-3H2/t4-,5?,6+,7+,8-,11?,12+/m1/s1
• InChI Key: KBQXKJGFQODGHT-LAOYOORDSA-N
• Popularity: 469 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₁₂
• Molecular Weight: 354.26 g/mol
• Exact Mass: 354.07982601 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -5.66
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9203	92.03%
Caco-2	-	0.8989	89.89%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7805	78.05%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9636	96.36%
P-glycoprotein inhibitior	-	0.8940	89.40%
P-glycoprotein substrate	-	0.8945	89.45%
CYP3A4 substrate	+	0.5141	51.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.9429	94.29%
CYP2C9 inhibition	-	0.9301	93.01%
CYP2C19 inhibition	-	0.9353	93.53%
CYP2D6 inhibition	-	0.9627	96.27%
CYP1A2 inhibition	-	0.9704	97.04%
CYP2C8 inhibition	-	0.9120	91.20%
CYP inhibitory promiscuity	-	0.9662	96.62%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9663	96.63%
Skin irritation	-	0.8731	87.31%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7517	75.17%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9308	93.08%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5847	58.47%
Acute Oral Toxicity (c)	IV	0.4495	44.95%
Estrogen receptor binding	+	0.5420	54.20%
Androgen receptor binding	+	0.6530	65.30%
Thyroid receptor binding	-	0.5937	59.37%
Glucocorticoid receptor binding	-	0.4940	49.40%
Aromatase binding	-	0.4948	49.48%
PPAR gamma	+	0.5699	56.99%
Honey bee toxicity	-	0.8531	85.31%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.7534	75.34%

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	93.59%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.38%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.26%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.42%	89.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.31%	92.32%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.37%	94.00%

Plants that contains it

• Allium sativum

Cross-Links

• PubChem: 129628330
• LOTUS: LTS0110247
• wikiData: Q104397221