L-(-)-Fucose

Details

• Internal ID: 3e86d545-f095-4be5-8eb9-5aadc24446e2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: 2,3,4,5-tetrahydroxyhexanal
• SMILES (Canonical): CC(C(C(C(C=O)O)O)O)O
• SMILES (Isomeric): CC(C(C(C(C=O)O)O)O)O
• InChI: InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3
• InChI Key: PNNNRSAQSRJVSB-UHFFFAOYSA-N
• Popularity: 44 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₂O₅
• Molecular Weight: 164.16 g/mol
• Exact Mass: 164.06847348 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.35
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 2,3,4,5-tetrahydroxyhexanal
• L-(-)-Fucose
• 3615-41-6
• D-(+)-Fucose
• NSC2056
• 75247-25-5
• Isodulcitol
• Locaose
• D-Galactomethylose
• Rhamnopyranose, L-
• L-Mannose, 6-deoxy-
• laevo-rhamnose
• NSC-2056
• MFCD00135607
• 6-Deoxygalactose
• D-6-Deoxygalactose
• RHAMNOSE (L)
• SCHEMBL466429
• DTXSID701019213
• STL280415
• AKOS016355754
• SY024013
• J181.077D
• CS-0278475
• FT-0621100
• FT-0621101
• FT-0624543
• FT-0627605
• FT-0665854
• FT-0771174
• FT-0771780
• EN300-381132
• 31983709-E12F-467D-A73E-4A6FCDE56899
• 7420-19-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7577	75.77%
Caco-2	-	0.9214	92.14%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6942	69.42%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9485	94.85%
OATP1B3 inhibitior	+	0.9753	97.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9767	97.67%
P-glycoprotein inhibitior	-	0.9773	97.73%
P-glycoprotein substrate	-	0.9796	97.96%
CYP3A4 substrate	-	0.7253	72.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7979	79.79%
CYP3A4 inhibition	-	0.8437	84.37%
CYP2C9 inhibition	-	0.8432	84.32%
CYP2C19 inhibition	-	0.9466	94.66%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.8235	82.35%
CYP2C8 inhibition	-	0.9950	99.50%
CYP inhibitory promiscuity	-	0.9379	93.79%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6023	60.23%
Carcinogenicity (trinary)	Non-required	0.7552	75.52%
Eye corrosion	-	0.8420	84.20%
Eye irritation	-	0.9866	98.66%
Skin irritation	+	0.5812	58.12%
Skin corrosion	-	0.5541	55.41%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7794	77.94%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9265	92.65%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.6402	64.02%
Acute Oral Toxicity (c)	III	0.8477	84.77%
Estrogen receptor binding	-	0.8095	80.95%
Androgen receptor binding	-	0.9159	91.59%
Thyroid receptor binding	-	0.6618	66.18%
Glucocorticoid receptor binding	-	0.8049	80.49%
Aromatase binding	-	0.8597	85.97%
PPAR gamma	-	0.9150	91.50%
Honey bee toxicity	-	0.9206	92.06%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.9800	98.00%
Fish aquatic toxicity	-	0.8156	81.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3492	P49721	Proteasome Macropain subunit	87.69%	90.24%
CHEMBL2581	P07339	Cathepsin D	86.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.74%	96.09%
CHEMBL4208	P20618	Proteasome component C5	83.05%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.36%	95.56%

Plants that contains it

• Euterpe precatoria
• Medicago sativa
• Pogostemon cablin
• Siphoneugena densiflora
• Turnera diffusa

Cross-Links

• PubChem: 220001
• NPASS: NPC239320
• LOTUS: LTS0184148
• wikiData: Q104195097