Bohemamine E

Details

• Internal ID: 4d6c7909-b4f0-473d-ae2c-85c7cc56bd33
• Taxonomy: Organoheterocyclic compounds > Pyrrolizines
• IUPAC Name: N-[(5S,6S,7S,8S)-6,7-dihydroxy-5,8-dimethyl-1-oxo-6,7-dihydro-5H-pyrrolizin-3-yl]-3-methylbut-2-enamide
• SMILES (Canonical): CC1C(C(C2(N1C(=CC2=O)NC(=O)C=C(C)C)C)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@]2(N1C(=CC2=O)NC(=O)C=C(C)C)C)O)O
• InChI: InChI=1S/C14H20N2O4/c1-7(2)5-11(18)15-10-6-9(17)14(4)13(20)12(19)8(3)16(10)14/h5-6,8,12-13,19-20H,1-4H3,(H,15,18)/t8-,12-,13+,14+/m0/s1
• InChI Key: KPYVGDDMDIZOCY-VGSLSFOHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀N₂O₄
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.14230712 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.32
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEMBL3818810

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9166	91.66%
Caco-2	+	0.7012	70.12%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5868	58.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4588	45.88%
P-glycoprotein inhibitior	-	0.9073	90.73%
P-glycoprotein substrate	-	0.6329	63.29%
CYP3A4 substrate	+	0.5366	53.66%
CYP2C9 substrate	-	0.7955	79.55%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	-	0.9822	98.22%
CYP2C9 inhibition	-	0.7634	76.34%
CYP2C19 inhibition	-	0.8277	82.77%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	-	0.7549	75.49%
CYP2C8 inhibition	-	0.9322	93.22%
CYP inhibitory promiscuity	-	0.9301	93.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5376	53.76%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.9411	94.11%
Skin irritation	-	0.7581	75.81%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7091	70.91%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6382	63.82%
Acute Oral Toxicity (c)	III	0.5151	51.51%
Estrogen receptor binding	+	0.5451	54.51%
Androgen receptor binding	+	0.6180	61.80%
Thyroid receptor binding	-	0.5488	54.88%
Glucocorticoid receptor binding	-	0.6311	63.11%
Aromatase binding	-	0.5609	56.09%
PPAR gamma	+	0.6211	62.11%
Honey bee toxicity	-	0.8655	86.55%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.3734	37.34%

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	95.86%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.58%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.86%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.72%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.74%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.48%	89.34%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.00%	94.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.42%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.93%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.63%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 127049767
• LOTUS: LTS0178446
• wikiData: Q105144421