(1R,2S,3R)-1-[6-[(2R,3S)-2,3,4-trihydroxybutyl]pyrazin-2-yl]butane-1,2,3,4-tetrol

Details

• Internal ID: f6a87828-ac6a-4bea-adeb-83ff86b41f11
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrazines
• IUPAC Name: (1R,2S,3R)-1-[6-[(2R,3S)-2,3,4-trihydroxybutyl]pyrazin-2-yl]butane-1,2,3,4-tetrol
• SMILES (Canonical): C1=C(N=C(C=N1)C(C(C(CO)O)O)O)CC(C(CO)O)O
• SMILES (Isomeric): C1=C(N=C(C=N1)[C@H]([C@@H]([C@@H](CO)O)O)O)C[C@H]([C@H](CO)O)O
• InChI: InChI=1S/C12H20N2O7/c15-4-9(18)8(17)1-6-2-13-3-7(14-6)11(20)12(21)10(19)5-16/h2-3,8-12,15-21H,1,4-5H2/t8-,9+,10-,11-,12-/m1/s1
• InChI Key: MBHUNOHYVYVNIP-IYKVGLELSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀N₂O₇
• Molecular Weight: 304.30 g/mol
• Exact Mass: 304.12705098 g/mol
• Topological Polar Surface Area (TPSA): 167.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -3.52
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4588	45.88%
Caco-2	-	0.8259	82.59%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5032	50.32%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9323	93.23%
P-glycoprotein inhibitior	-	0.9246	92.46%
P-glycoprotein substrate	-	0.8470	84.70%
CYP3A4 substrate	-	0.6362	63.62%
CYP2C9 substrate	-	0.7880	78.80%
CYP2D6 substrate	-	0.7137	71.37%
CYP3A4 inhibition	-	0.9645	96.45%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9354	93.54%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.8631	86.31%
CYP2C8 inhibition	-	0.8774	87.74%
CYP inhibitory promiscuity	-	0.9864	98.64%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6735	67.35%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9430	94.30%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4556	45.56%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6860	68.60%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7120	71.20%
Acute Oral Toxicity (c)	III	0.6813	68.13%
Estrogen receptor binding	-	0.5625	56.25%
Androgen receptor binding	-	0.6818	68.18%
Thyroid receptor binding	+	0.5188	51.88%
Glucocorticoid receptor binding	-	0.5507	55.07%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5752	57.52%
Honey bee toxicity	-	0.9081	90.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.9899	98.99%

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	92.40%	96.09%
CHEMBL2885	P07451	Carbonic anhydrase III	86.70%	87.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.63%	93.10%

Plants that contains it

• Gynura divaricata

Cross-Links

• PubChem: 162990888
• LOTUS: LTS0174324
• wikiData: Q105160764