Microgrewiapine B

Details

• Internal ID: fa5ed2a7-88b9-4109-9ca3-24ec3889c3d7
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (2S,3R,6S)-6-[(1E,3E,5E)-deca-1,3,5-trienyl]-1,2-dimethyl-1-oxidopiperidin-1-ium-3-ol
• SMILES (Canonical): CCCCC=CC=CC=CC1CCC(C([N+]1(C)[O-])C)O
• SMILES (Isomeric): CCCC/C=C/C=C/C=C/[C@@H]1CC[C@H]([C@@H]([N+]1(C)[O-])C)O
• InChI: InChI=1S/C17H29NO2/c1-4-5-6-7-8-9-10-11-12-16-13-14-17(19)15(2)18(16,3)20/h7-12,15-17,19H,4-6,13-14H2,1-3H3/b8-7+,10-9+,12-11+/t15-,16+,17+,18?/m0/s1
• InChI Key: LZZRCKFXUQNNGN-HXHJOQRJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₉NO₂
• Molecular Weight: 279.40 g/mol
• Exact Mass: 279.219829168 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL2334869

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5211	52.11%
Caco-2	+	0.8854	88.54%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.4069	40.69%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7574	75.74%
P-glycoprotein inhibitior	-	0.8867	88.67%
P-glycoprotein substrate	-	0.6710	67.10%
CYP3A4 substrate	+	0.5367	53.67%
CYP2C9 substrate	-	0.8069	80.69%
CYP2D6 substrate	-	0.8128	81.28%
CYP3A4 inhibition	-	0.7581	75.81%
CYP2C9 inhibition	-	0.8474	84.74%
CYP2C19 inhibition	-	0.7892	78.92%
CYP2D6 inhibition	-	0.8145	81.45%
CYP1A2 inhibition	-	0.7708	77.08%
CYP2C8 inhibition	-	0.7485	74.85%
CYP inhibitory promiscuity	-	0.9669	96.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.4910	49.10%
Eye corrosion	-	0.9701	97.01%
Eye irritation	-	0.9398	93.98%
Skin irritation	-	0.7376	73.76%
Skin corrosion	-	0.8586	85.86%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6431	64.31%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8133	81.33%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6552	65.52%
Acute Oral Toxicity (c)	III	0.6323	63.23%
Estrogen receptor binding	+	0.6746	67.46%
Androgen receptor binding	+	0.6111	61.11%
Thyroid receptor binding	+	0.6502	65.02%
Glucocorticoid receptor binding	+	0.7201	72.01%
Aromatase binding	+	0.6302	63.02%
PPAR gamma	-	0.5275	52.75%
Honey bee toxicity	-	0.9570	95.70%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5032	50.32%
Fish aquatic toxicity	-	0.8990	89.90%

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	93.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.94%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.97%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.25%	92.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.81%	92.86%
CHEMBL226	P30542	Adenosine A1 receptor	87.32%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.58%	93.56%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.16%	86.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.56%	96.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.36%	96.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.12%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.92%	96.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.06%	92.08%

Plants that contains it

• Microcos paniculata

Cross-Links

• PubChem: 71578971
• LOTUS: LTS0123530
• wikiData: Q105160242