4-Ethylidene-7,12-dihydroxy-6,7-dimethyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadecane-3,8-dione

Details

• Internal ID: 19b3de71-f5c8-48a5-b1c2-6a42f2f839ee
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: 4-ethylidene-7,12-dihydroxy-6,7-dimethyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadecane-3,8-dione
• InChI: InChI=1S/C18H27NO7/c1-4-11-7-10(2)18(3,23)17(22)25-9-12-13(20)8-19(24)6-5-14(15(12)19)26-16(11)21/h4,10,12-15,20,23H,5-9H2,1-3H3
• InChI Key: QTCRXZRCLRRRCO-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₇
• Molecular Weight: 369.40 g/mol
• Exact Mass: 369.17875220 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.26
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5913	59.13%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.3953	39.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7559	75.59%
P-glycoprotein inhibitior	-	0.8520	85.20%
P-glycoprotein substrate	-	0.5520	55.20%
CYP3A4 substrate	+	0.6496	64.96%
CYP2C9 substrate	-	0.7955	79.55%
CYP2D6 substrate	-	0.8760	87.60%
CYP3A4 inhibition	-	0.7790	77.90%
CYP2C9 inhibition	-	0.8503	85.03%
CYP2C19 inhibition	-	0.7920	79.20%
CYP2D6 inhibition	-	0.8922	89.22%
CYP1A2 inhibition	-	0.8304	83.04%
CYP2C8 inhibition	-	0.7396	73.96%
CYP inhibitory promiscuity	-	0.9905	99.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Danger	0.6883	68.83%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.9820	98.20%
Skin irritation	-	0.7464	74.64%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6213	62.13%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7665	76.65%
skin sensitisation	-	0.8291	82.91%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4823	48.23%
Acute Oral Toxicity (c)	III	0.5070	50.70%
Estrogen receptor binding	+	0.6589	65.89%
Androgen receptor binding	-	0.4817	48.17%
Thyroid receptor binding	+	0.5473	54.73%
Glucocorticoid receptor binding	+	0.5968	59.68%
Aromatase binding	-	0.5688	56.88%
PPAR gamma	-	0.7538	75.38%
Honey bee toxicity	-	0.7668	76.68%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8287	82.87%

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	92.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.87%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.92%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	88.39%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.28%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.09%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.54%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.02%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.34%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.06%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.67%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.36%	93.03%

Plants that contains it

• Senecio coronatus
• Senecio polypodioides
• Senecio syringifolius
• Werneria nubigena

Cross-Links

• PubChem: 163192502
• LOTUS: LTS0249645
• wikiData: Q104402257