(2R,3R,4R,5S)-2,5-dihydroxy-3,4-dimethoxyhexanal

Details

• Internal ID: 5dcbd87f-26f6-4325-a0f3-394862c67d06
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aldehydes > Medium-chain aldehydes
• IUPAC Name: (2R,3R,4R,5S)-2,5-dihydroxy-3,4-dimethoxyhexanal
• SMILES (Canonical): CC(C(C(C(C=O)O)OC)OC)O
• SMILES (Isomeric): C[C@@H]([C@H]([C@@H]([C@H](C=O)O)OC)OC)O
• InChI: InChI=1S/C8H16O5/c1-5(10)7(12-2)8(13-3)6(11)4-9/h4-8,10-11H,1-3H3/t5-,6-,7+,8+/m0/s1
• InChI Key: YDRYVFIXULKSEI-RULNZFCNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₆O₅
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9177	91.77%
Caco-2	-	0.7237	72.37%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7973	79.73%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9370	93.70%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9806	98.06%
P-glycoprotein inhibitior	-	0.9473	94.73%
P-glycoprotein substrate	-	0.9785	97.85%
CYP3A4 substrate	-	0.6716	67.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7875	78.75%
CYP3A4 inhibition	-	0.9317	93.17%
CYP2C9 inhibition	-	0.9509	95.09%
CYP2C19 inhibition	-	0.9159	91.59%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9476	94.76%
CYP2C8 inhibition	-	0.9888	98.88%
CYP inhibitory promiscuity	-	0.9177	91.77%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	+	0.5177	51.77%
Carcinogenicity (trinary)	Non-required	0.7225	72.25%
Eye corrosion	+	0.6609	66.09%
Eye irritation	-	0.6699	66.99%
Skin irritation	-	0.7388	73.88%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6791	67.91%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7817	78.17%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.7485	74.85%
Acute Oral Toxicity (c)	III	0.6253	62.53%
Estrogen receptor binding	-	0.5364	53.64%
Androgen receptor binding	-	0.8967	89.67%
Thyroid receptor binding	-	0.5285	52.85%
Glucocorticoid receptor binding	-	0.7930	79.30%
Aromatase binding	-	0.8174	81.74%
PPAR gamma	-	0.8382	83.82%
Honey bee toxicity	-	0.6178	61.78%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.8600	86.00%

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	91.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.55%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.34%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.73%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.59%	90.00%

Plants that contains it

• Medicago sativa

Cross-Links

• PubChem: 162940440
• LOTUS: LTS0046172
• wikiData: Q105347003