Calystegine B1

Details

• Internal ID: 9fe89c8a-ecdc-43e1-86df-22a1e2125425
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (1R,2S,3R,5S,6R)-8-azabicyclo[3.2.1]octane-1,2,3,6-tetrol
• SMILES (Canonical): C1C2C(CC(N2)(C(C1O)O)O)O
• SMILES (Isomeric): C1[C@H]2[C@@H](C[C@](N2)([C@H]([C@@H]1O)O)O)O
• InChI: InChI=1S/C7H13NO4/c9-4-1-3-5(10)2-7(12,8-3)6(4)11/h3-6,8-12H,1-2H2/t3-,4+,5+,6-,7+/m0/s1
• InChI Key: BQFFLYRIKODYEN-CXNFULCWSA-N
• Popularity: 4 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

• 127414-86-2
• (1R,2S,3R,5S,6R)-8-AZABICYCLO[3.2.1]OCTANE-1,2,3,6-TETROL
• Calystegine B(1)
• DTXSID20925887
• AKOS040736062
• 8-Azabicyclo(3.2.1)octane-1,2,3,6-tetrol, (1R,2S,3R,5S,6R)-rel-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4813	48.13%
Caco-2	-	0.9623	96.23%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5283	52.83%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9665	96.65%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9577	95.77%
P-glycoprotein inhibitior	-	0.9784	97.84%
P-glycoprotein substrate	-	0.8886	88.86%
CYP3A4 substrate	-	0.6003	60.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7501	75.01%
CYP3A4 inhibition	-	0.9948	99.48%
CYP2C9 inhibition	-	0.9460	94.60%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.9298	92.98%
CYP2C8 inhibition	-	0.9736	97.36%
CYP inhibitory promiscuity	-	0.9856	98.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6854	68.54%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9344	93.44%
Skin irritation	-	0.7457	74.57%
Skin corrosion	-	0.9071	90.71%
Ames mutagenesis	-	0.7078	70.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6306	63.06%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5022	50.22%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4665	46.65%
Acute Oral Toxicity (c)	III	0.5628	56.28%
Estrogen receptor binding	-	0.7479	74.79%
Androgen receptor binding	-	0.7208	72.08%
Thyroid receptor binding	-	0.6971	69.71%
Glucocorticoid receptor binding	-	0.6885	68.85%
Aromatase binding	-	0.8181	81.81%
PPAR gamma	-	0.7217	72.17%
Honey bee toxicity	-	0.8602	86.02%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.9383	93.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	92.29%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.84%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.75%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.49%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	84.90%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	80.28%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.16%	92.94%

Plants that contains it

• Atropa belladonna
• Calystegia sepium
• Duboisia leichhardtii
• Hyoscyamus albus
• Hyoscyamus niger
• Ipomoea aquatica
• Ipomoea carnea
• Mandragora officinarum
• Morus alba
• Nicandra physalodes
• Physalis minima

Cross-Links

• PubChem: 164245
• NPASS: NPC189862
• LOTUS: LTS0060094
• wikiData: Q82900310