[(2R,3S,4R,5R,6S)-3,4,6-trihydroxy-5-(1-hydroxyethenylamino)oxan-2-yl]methyl dihydrogen phosphate

Details

• Internal ID: 22f9181c-2ee6-4d7f-bb8d-e401d11eba71
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses > Hexose phosphates
• IUPAC Name: [(2R,3S,4R,5R,6S)-3,4,6-trihydroxy-5-(1-hydroxyethenylamino)oxan-2-yl]methyl dihydrogen phosphate
• SMILES (Canonical): C=C(NC1C(C(C(OC1O)COP(=O)(O)O)O)O)O
• SMILES (Isomeric): C=C(N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O)COP(=O)(O)O)O)O)O
• InChI: InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-13H,1-2H2,(H2,14,15,16)/t4-,5-,6-,7-,8+/m1/s1
• InChI Key: JVXDUMVCBMSFKZ-PVFLNQBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₆NO₉P
• Molecular Weight: 301.19 g/mol
• Exact Mass: 301.05626809 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -2.48
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9582	95.82%
Caco-2	-	0.9265	92.65%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6216	62.16%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9798	97.98%
P-glycoprotein inhibitior	-	0.9261	92.61%
P-glycoprotein substrate	-	0.9384	93.84%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	-	0.8973	89.73%
CYP2C9 inhibition	-	0.8113	81.13%
CYP2C19 inhibition	-	0.7467	74.67%
CYP2D6 inhibition	-	0.8857	88.57%
CYP1A2 inhibition	-	0.7577	75.77%
CYP2C8 inhibition	-	0.8984	89.84%
CYP inhibitory promiscuity	-	0.8884	88.84%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5818	58.18%
Eye corrosion	-	0.9739	97.39%
Eye irritation	-	0.9855	98.55%
Skin irritation	-	0.7632	76.32%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6783	67.83%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6200	62.00%
skin sensitisation	-	0.8226	82.26%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6483	64.83%
Acute Oral Toxicity (c)	III	0.5217	52.17%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.7655	76.55%
Thyroid receptor binding	+	0.5552	55.52%
Glucocorticoid receptor binding	+	0.5830	58.30%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5628	56.28%
Honey bee toxicity	-	0.5802	58.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.3940	39.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	94.65%	94.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.19%	96.09%
CHEMBL5957	P21589	5'-nucleotidase	91.12%	97.78%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	89.18%	80.33%
CHEMBL3401	O75469	Pregnane X receptor	88.10%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.92%	97.29%
CHEMBL226	P30542	Adenosine A1 receptor	85.31%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.95%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	81.59%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163104646
• LOTUS: LTS0176394
• wikiData: Q105136009