(-)-uniflorine A

Details

• Internal ID: 45d8c252-314a-4f7f-b768-e00e3847ea7d
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: (1S,2R,6S,7R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,2,6,7,8-pentol
• SMILES (Canonical): C1C(C(C2N1CC(C(C2O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H]([C@H]2N1C[C@@H]([C@H]([C@@H]2O)O)O)O)O
• InChI: InChI=1S/C8H15NO5/c10-3-1-9-2-4(11)7(13)8(14)5(9)6(3)12/h3-8,10-14H,1-2H2/t3-,4+,5-,6-,7-,8-/m1/s1
• InChI Key: KSWHMQGAWBUNLD-XAZAIFFQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₅NO₅
• Molecular Weight: 205.21 g/mol
• Exact Mass: 205.09502258 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.51
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

• CHEMBL1076191
• BDBM50311537
• (1S,2R,6S,7R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,2,6,7,8-pentol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6140	61.40%
Caco-2	-	0.8621	86.21%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5476	54.76%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9803	98.03%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9633	96.33%
P-glycoprotein inhibitior	-	0.9789	97.89%
P-glycoprotein substrate	-	0.9456	94.56%
CYP3A4 substrate	-	0.6874	68.74%
CYP2C9 substrate	+	0.5875	58.75%
CYP2D6 substrate	+	0.5180	51.80%
CYP3A4 inhibition	-	0.9943	99.43%
CYP2C9 inhibition	-	0.9265	92.65%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.8038	80.38%
CYP2C8 inhibition	-	0.9940	99.40%
CYP inhibitory promiscuity	-	0.9869	98.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5533	55.33%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.7909	79.09%
Skin irritation	-	0.7168	71.68%
Skin corrosion	-	0.8465	84.65%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5454	54.54%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5681	56.81%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5964	59.64%
Acute Oral Toxicity (c)	III	0.5255	52.55%
Estrogen receptor binding	-	0.8943	89.43%
Androgen receptor binding	-	0.7439	74.39%
Thyroid receptor binding	-	0.7160	71.60%
Glucocorticoid receptor binding	-	0.7806	78.06%
Aromatase binding	-	0.8472	84.72%
PPAR gamma	-	0.8678	86.78%
Honey bee toxicity	-	0.8058	80.58%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.9837	98.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.84%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.99%	96.09%

Plants that contains it

• Eugenia uniflora
• Myrcia multiflora

Cross-Links

• PubChem: 9794258
• LOTUS: LTS0201792
• wikiData: Q104250708