Calystegine C1

Details

• Internal ID: f4607b05-6800-4790-b5e3-7f68ca9b449d
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (1S,2R,3S,4R,5S,6R)-8-azabicyclo[3.2.1]octane-1,2,3,4,6-pentol
• SMILES (Canonical): C1C(C2C(C(C(C1(N2)O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H]2[C@H]([C@@H]([C@H]([C@@]1(N2)O)O)O)O)O
• InChI: InChI=1S/C7H13NO5/c9-2-1-7(13)6(12)5(11)4(10)3(2)8-7/h2-6,8-13H,1H2/t2-,3+,4-,5+,6-,7+/m1/s1
• InChI Key: GGOJRYWHKVYFQK-BIWMIDHDSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₃NO₅
• Molecular Weight: 191.18 g/mol
• Exact Mass: 191.07937252 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -3.51
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

• 156705-04-3
• CHEMBL1972699
• NSC677085
• (1s,2r,3s,4r,5s,6r)-8-azabicyclo[3.2.1]octane-1,2,3,4,6-pentol
• NSC-677085
• NCI60_027468
• XC175857

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5302	53.02%
Caco-2	-	0.9599	95.99%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4522	45.22%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9739	97.39%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9578	95.78%
P-glycoprotein inhibitior	-	0.9764	97.64%
P-glycoprotein substrate	-	0.9023	90.23%
CYP3A4 substrate	-	0.6178	61.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7501	75.01%
CYP3A4 inhibition	-	0.9903	99.03%
CYP2C9 inhibition	-	0.9481	94.81%
CYP2C19 inhibition	-	0.9326	93.26%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.9328	93.28%
CYP2C8 inhibition	-	0.9792	97.92%
CYP inhibitory promiscuity	-	0.9827	98.27%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6855	68.55%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9633	96.33%
Skin irritation	-	0.7573	75.73%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6279	62.79%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6071	60.71%
skin sensitisation	-	0.8461	84.61%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5854	58.54%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	-	0.8485	84.85%
Androgen receptor binding	-	0.7707	77.07%
Thyroid receptor binding	-	0.6616	66.16%
Glucocorticoid receptor binding	-	0.7590	75.90%
Aromatase binding	-	0.8266	82.66%
PPAR gamma	-	0.7477	74.77%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.9853	98.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.85%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.50%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	82.02%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.04%	100.00%

Plants that contains it

• Atropa belladonna
• Withania somnifera

Cross-Links

• PubChem: 385737
• NPASS: NPC299603
• LOTUS: LTS0042790
• wikiData: Q105008240