Bohemamine D

Details

• Internal ID: 4986d904-d39d-44ff-b6b4-c6d81c5ce409
• Taxonomy: Organoheterocyclic compounds > Pyrrolizines
• IUPAC Name: N-[(5S,8S)-8-hydroxy-5-methyl-1-oxo-6,7-dihydro-5H-pyrrolizin-3-yl]-3-methylbut-2-enamide
• InChI: InChI=1S/C13H18N2O3/c1-8(2)6-12(17)14-11-7-10(16)13(18)5-4-9(3)15(11)13/h6-7,9,18H,4-5H2,1-3H3,(H,14,17)/t9-,13-/m0/s1
• InChI Key: ONHZYXUXZBVIBC-ZANVPECISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈N₂O₃
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.13174244 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL3818655

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9377	93.77%
Caco-2	+	0.5605	56.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5593	55.93%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9358	93.58%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.8472	84.72%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7007	70.07%
P-glycoprotein inhibitior	-	0.9566	95.66%
P-glycoprotein substrate	-	0.5423	54.23%
CYP3A4 substrate	+	0.5704	57.04%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.8820	88.20%
CYP2C9 inhibition	-	0.6974	69.74%
CYP2C19 inhibition	-	0.6664	66.64%
CYP2D6 inhibition	-	0.9046	90.46%
CYP1A2 inhibition	-	0.7710	77.10%
CYP2C8 inhibition	-	0.8985	89.85%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5478	54.78%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9635	96.35%
Skin irritation	-	0.7559	75.59%
Skin corrosion	-	0.9021	90.21%
Ames mutagenesis	-	0.5223	52.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6988	69.88%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6541	65.41%
skin sensitisation	-	0.8387	83.87%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5902	59.02%
Acute Oral Toxicity (c)	III	0.5804	58.04%
Estrogen receptor binding	+	0.6454	64.54%
Androgen receptor binding	+	0.7640	76.40%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.6672	66.72%
Aromatase binding	-	0.7295	72.95%
PPAR gamma	-	0.5768	57.68%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.4785	47.85%

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	94.09%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.37%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	88.20%	98.57%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.56%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	84.55%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.13%	93.04%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.35%	85.30%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.26%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.03%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.99%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.20%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.00%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 127049766
• LOTUS: LTS0024376
• wikiData: Q105194692