L-Cymarose

Details

• Internal ID: 83c29edc-dfd6-45b8-a226-4c830278b704
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aldehydes > Medium-chain aldehydes
• IUPAC Name: (3R,4S,5S)-4,5-dihydroxy-3-methoxyhexanal
• SMILES (Canonical): CC(C(C(CC=O)OC)O)O
• SMILES (Isomeric): C[C@@H]([C@@H]([C@@H](CC=O)OC)O)O
• InChI: InChI=1S/C7H14O4/c1-5(9)7(10)6(11-2)3-4-8/h4-7,9-10H,3H2,1-2H3/t5-,6+,7-/m0/s1
• InChI Key: GOYBREOSJSERKM-XVMARJQXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₄O₄
• Molecular Weight: 162.18 g/mol
• Exact Mass: 162.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• Cymarose, L-
• Cymarose, (-)-
• UNII-DTJ8WT2895
• DTJ8WT2895
• L-Ribo-hexose, 2,6-dideoxy-3-O-methyl-
• 32791-73-4
• 2,6-DIDEOXY-3-O-METHYL-L-RIBO-HEXOSE
• Q27276595

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8306	83.06%
Caco-2	-	0.6886	68.86%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7866	78.66%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9474	94.74%
P-glycoprotein inhibitior	-	0.9718	97.18%
P-glycoprotein substrate	-	0.9288	92.88%
CYP3A4 substrate	-	0.6499	64.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7810	78.10%
CYP3A4 inhibition	-	0.9471	94.71%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.8532	85.32%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.8898	88.98%
CYP2C8 inhibition	-	0.9778	97.78%
CYP inhibitory promiscuity	-	0.9349	93.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6923	69.23%
Carcinogenicity (trinary)	Non-required	0.7345	73.45%
Eye corrosion	-	0.8054	80.54%
Eye irritation	-	0.7734	77.34%
Skin irritation	-	0.7557	75.57%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5818	58.18%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5737	57.37%
skin sensitisation	-	0.8076	80.76%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.7224	72.24%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.4847	48.47%
Acute Oral Toxicity (c)	III	0.5990	59.90%
Estrogen receptor binding	-	0.8489	84.89%
Androgen receptor binding	-	0.8354	83.54%
Thyroid receptor binding	-	0.7237	72.37%
Glucocorticoid receptor binding	-	0.7229	72.29%
Aromatase binding	-	0.9076	90.76%
PPAR gamma	-	0.8474	84.74%
Honey bee toxicity	-	0.7702	77.02%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	-	0.7677	76.77%

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	96.08%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.72%	83.82%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL4208	P20618	Proteasome component C5	82.90%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.28%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.12%	96.00%

Plants that contains it

• Vincetoxicum atratum

Cross-Links

• PubChem: 73425443
• LOTUS: LTS0018670
• wikiData: Q105324144