(1R,2R,3R,4S,5S,6S,8R,12R,13R,16R,19S,20R,21S)-14-ethyl-6,21-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosane-4,19-diol

Details

• Internal ID: a0fb10e5-3ece-43c6-8589-621ba70fe5f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2R,3R,4S,5S,6S,8R,12R,13R,16R,19S,20R,21S)-14-ethyl-6,21-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosane-4,19-diol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4C6C7O)OC)OCO5)OC)O)C
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@]34[C@@H]2[C@@H]([C@]5([C@@H]31)[C@]6(C[C@@H]([C@H]7C[C@@H]4[C@@H]6[C@H]7O)OC)OCO5)OC)O)C
• InChI: InChI=1S/C24H37NO6/c1-5-25-10-21(2)7-6-15(26)23-13-8-12-14(28-3)9-22(16(13)17(12)27)24(20(23)25,31-11-30-22)19(29-4)18(21)23/h12-20,26-27H,5-11H2,1-4H3/t12-,13-,14+,15+,16-,17+,18-,19+,20-,21+,22-,23-,24+/m1/s1
• InChI Key: MZXUDTSYASXIOP-AZIBCDOMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₇NO₆
• Molecular Weight: 435.60 g/mol
• Exact Mass: 435.26208790 g/mol
• Topological Polar Surface Area (TPSA): 80.60 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6828	68.28%
Caco-2	-	0.5333	53.33%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6960	69.60%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5279	52.79%
P-glycoprotein inhibitior	-	0.8926	89.26%
P-glycoprotein substrate	+	0.5597	55.97%
CYP3A4 substrate	+	0.7029	70.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3849	38.49%
CYP3A4 inhibition	-	0.9020	90.20%
CYP2C9 inhibition	-	0.9087	90.87%
CYP2C19 inhibition	-	0.8949	89.49%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.9296	92.96%
CYP2C8 inhibition	+	0.5719	57.19%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5492	54.92%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9153	91.53%
Skin irritation	-	0.7934	79.34%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6980	69.80%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6046	60.46%
skin sensitisation	-	0.8615	86.15%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7028	70.28%
Acute Oral Toxicity (c)	III	0.4324	43.24%
Estrogen receptor binding	+	0.6648	66.48%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	+	0.7396	73.96%
Glucocorticoid receptor binding	+	0.5631	56.31%
Aromatase binding	+	0.7058	70.58%
PPAR gamma	+	0.6305	63.05%
Honey bee toxicity	-	0.6826	68.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.5959	59.59%

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	98.88%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.51%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.55%	85.14%
CHEMBL204	P00734	Thrombin	95.93%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.84%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.76%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.63%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.11%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.25%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	88.93%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.32%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.98%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.39%	100.00%
CHEMBL1871	P10275	Androgen Receptor	86.09%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	85.01%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	84.47%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.33%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.27%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.08%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.98%	91.11%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.63%	82.38%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.30%	97.28%
CHEMBL2581	P07339	Cathepsin D	81.77%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.72%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	81.34%	95.38%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.93%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.87%	94.33%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.07%	88.81%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.06%	91.03%

Plants that contains it

• Delphinium majus

Cross-Links

• PubChem: 162945383
• LOTUS: LTS0166798
• wikiData: Q105176108