Asperumine

Details

• Internal ID: d85dec94-8b40-47dd-95bf-7120ded558ea
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(7S,8R)-7-[(E)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=CCN2C1C(CC2)OC(=O)C(=CC)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OCC1=CCN2[C@H]1[C@H](CC2)OC(=O)/C(=C/C)/C
• InChI: InChI=1S/C18H25NO4/c1-5-12(3)17(20)22-11-14-7-9-19-10-8-15(16(14)19)23-18(21)13(4)6-2/h5-7,15-16H,8-11H2,1-4H3/b12-5+,13-6+/t15-,16+/m0/s1
• InChI Key: HMXNAWUWVBSLJC-ALOUTBNOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₄
• Molecular Weight: 319.40 g/mol
• Exact Mass: 319.17835828 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 78513-20-9
• Heliotridine, 7,9-ditiglate
• [(7S,8R)-7-[(E)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (E)-2-methylbut-2-enoate
• HMXNAWUWVBSLJC-ALOUTBNOSA-N
• DTXSID801019878
• AKOS040734356

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9433	94.33%
Caco-2	+	0.6693	66.93%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6942	69.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9207	92.07%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.7809	78.09%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6846	68.46%
P-glycoprotein inhibitior	-	0.6093	60.93%
P-glycoprotein substrate	-	0.7393	73.93%
CYP3A4 substrate	+	0.5486	54.86%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7303	73.03%
CYP3A4 inhibition	-	0.8097	80.97%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.8751	87.51%
CYP2D6 inhibition	-	0.7898	78.98%
CYP1A2 inhibition	-	0.6535	65.35%
CYP2C8 inhibition	-	0.8972	89.72%
CYP inhibitory promiscuity	-	0.8442	84.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.4508	45.08%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.9697	96.97%
Skin irritation	-	0.7655	76.55%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8477	84.77%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.9875	98.75%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7035	70.35%
Acute Oral Toxicity (c)	III	0.6323	63.23%
Estrogen receptor binding	-	0.7962	79.62%
Androgen receptor binding	-	0.6307	63.07%
Thyroid receptor binding	-	0.6402	64.02%
Glucocorticoid receptor binding	+	0.5542	55.42%
Aromatase binding	-	0.7253	72.53%
PPAR gamma	-	0.7629	76.29%
Honey bee toxicity	-	0.8485	84.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	-	0.4803	48.03%

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	98.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.19%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.95%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.15%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.35%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.00%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.99%	97.21%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.24%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.75%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.57%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.04%	95.89%

Plants that contains it

• Echium vulgare
• Symphytum caucasicum

Cross-Links

• PubChem: 6443107
• LOTUS: LTS0267918
• wikiData: Q105030742