(1R,4E,6R,7S,14S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

Details

• Internal ID: 6cc4e187-4da5-45c9-9f6f-7c0303edc8a0
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (1R,4E,6R,7S,14S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
• SMILES (Canonical): CC=C1CC(C(C(=O)OCC2=CC[N+]3(C2C(CC3)OC1=O)[O-])(CO)O)C
• SMILES (Isomeric): C/C=C/1\C[C@H]([C@@](C(=O)OCC2=CC[N@@+]3([C@H]2[C@@H](CC3)OC1=O)[O-])(CO)O)C
• InChI: InChI=1S/C18H25NO7/c1-3-12-8-11(2)18(23,10-20)17(22)25-9-13-4-6-19(24)7-5-14(15(13)19)26-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3+/t11-,14-,15-,18-,19-/m1/s1
• InChI Key: IDIMIWQPUHURPV-HGNZSFIASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₇
• Molecular Weight: 367.40 g/mol
• Exact Mass: 367.16310214 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5687	56.87%
Caco-2	-	0.5692	56.92%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4050	40.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5489	54.89%
P-glycoprotein inhibitior	-	0.8550	85.50%
P-glycoprotein substrate	-	0.5380	53.80%
CYP3A4 substrate	+	0.6201	62.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.8325	83.25%
CYP2C19 inhibition	-	0.7937	79.37%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	-	0.8170	81.70%
CYP2C8 inhibition	-	0.6846	68.46%
CYP inhibitory promiscuity	-	0.9910	99.10%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Danger	0.7512	75.12%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.9653	96.53%
Skin irritation	-	0.7414	74.14%
Skin corrosion	-	0.9130	91.30%
Ames mutagenesis	+	0.6730	67.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.3951	39.51%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	-	0.8284	82.84%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6366	63.66%
Acute Oral Toxicity (c)	I	0.6017	60.17%
Estrogen receptor binding	+	0.5294	52.94%
Androgen receptor binding	+	0.6447	64.47%
Thyroid receptor binding	-	0.6017	60.17%
Glucocorticoid receptor binding	+	0.6623	66.23%
Aromatase binding	-	0.5976	59.76%
PPAR gamma	-	0.7617	76.17%
Honey bee toxicity	-	0.8026	80.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7869	78.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.58%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.85%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.06%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.22%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.89%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%

Plants that contains it

• Senecio latifolius

Cross-Links

• PubChem: 163194255
• LOTUS: LTS0226129
• wikiData: Q105111381