Calystegine B4

Details

• Internal ID: b94e0e21-642c-4960-93d5-00bd55f823c3
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (1R,2S,3R,4R,5R)-8-azabicyclo[3.2.1]octane-1,2,3,4-tetrol
• SMILES (Canonical): C1CC2(C(C(C(C1N2)O)O)O)O
• SMILES (Isomeric): C1C[C@]2([C@H]([C@@H]([C@@H]([C@@H]1N2)O)O)O)O
• InChI: InChI=1S/C7H13NO4/c9-4-3-1-2-7(12,8-3)6(11)5(4)10/h3-6,8-12H,1-2H2/t3-,4-,5-,6+,7-/m1/s1
• InChI Key: FXFBVZOJVHCEDO-BNWJMWRWSA-N
• Popularity: 26 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₃NO₄
• Molecular Weight: 175.18 g/mol
• Exact Mass: 175.08445790 g/mol
• Topological Polar Surface Area (TPSA): 93.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.48
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

• 184046-85-3
• CHEMBL3233945
• (1R,2S,3R,4R,5R)-8-azabicyclo[3.2.1]octane-1,2,3,4-tetrol
• Calystegine B4 - 90% min
• DTXSID501317306
• BDBM50002909
• 8-Azabicyclo(3.2.1)octane-1,2,3,4-tetrol, (1R,2S,3R,4R,5R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5830	58.30%
Caco-2	-	0.9534	95.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5528	55.28%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9726	97.26%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9572	95.72%
BSEP inhibitior	-	0.9448	94.48%
P-glycoprotein inhibitior	-	0.9780	97.80%
P-glycoprotein substrate	-	0.9383	93.83%
CYP3A4 substrate	-	0.6192	61.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7501	75.01%
CYP3A4 inhibition	-	0.9917	99.17%
CYP2C9 inhibition	-	0.9449	94.49%
CYP2C19 inhibition	-	0.9222	92.22%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.9239	92.39%
CYP2C8 inhibition	-	0.9692	96.92%
CYP inhibitory promiscuity	-	0.9814	98.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6842	68.42%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.8905	89.05%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.8994	89.94%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5840	58.40%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5093	50.93%
skin sensitisation	-	0.8490	84.90%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5561	55.61%
Acute Oral Toxicity (c)	III	0.5764	57.64%
Estrogen receptor binding	-	0.8191	81.91%
Androgen receptor binding	-	0.6849	68.49%
Thyroid receptor binding	-	0.7126	71.26%
Glucocorticoid receptor binding	-	0.7580	75.80%
Aromatase binding	-	0.8217	82.17%
PPAR gamma	-	0.7625	76.25%
Honey bee toxicity	-	0.8374	83.74%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	93.79%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.85%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.52%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.39%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.91%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.19%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.40%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.79%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.57%	92.94%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.33%	90.08%
CHEMBL238	Q01959	Dopamine transporter	80.51%	95.88%

Plants that contains it

• Atropa belladonna
• Duboisia leichhardtii
• Ipomoea aquatica
• Morus alba
• Scopolia carniolica
• Scopolia japonica

Cross-Links

• PubChem: 10559162
• NPASS: NPC28959
• LOTUS: LTS0038298
• wikiData: Q105003864