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

Details

• Internal ID: 18df0cb7-5412-42da-8b36-d1c6b521236d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2S,3S,4S,5S,6R,8R,12R,13R,16R,19S,20S,21R)-14-ethyl-4,6,19,21-tetramethoxy-16-(methoxymethyl)-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosane
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4C6C7OC)OC)OCO5)OC)OC)COC
• 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]7OC)OC)OCO5)OC)OC)COC
• InChI: InChI=1S/C27H43NO7/c1-7-28-12-24(13-29-2)9-8-18(31-4)26-16-10-15-17(30-3)11-25(19(16)20(15)32-5)27(23(26)28,35-14-34-25)22(33-6)21(24)26/h15-23H,7-14H2,1-6H3/t15-,16-,17+,18-,19-,20-,21-,22+,23+,24+,25+,26+,27-/m0/s1
• InChI Key: ZXIRRKBJKCADDR-GKCDGZOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₃NO₇
• Molecular Weight: 493.60 g/mol
• Exact Mass: 493.30395271 g/mol
• Topological Polar Surface Area (TPSA): 67.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7461	74.61%
Caco-2	-	0.5577	55.77%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.5587	55.87%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6358	63.58%
P-glycoprotein inhibitior	-	0.8211	82.11%
P-glycoprotein substrate	+	0.6217	62.17%
CYP3A4 substrate	+	0.7089	70.89%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	+	0.3951	39.51%
CYP3A4 inhibition	-	0.8625	86.25%
CYP2C9 inhibition	-	0.9145	91.45%
CYP2C19 inhibition	-	0.8794	87.94%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.8695	86.95%
CYP2C8 inhibition	+	0.6681	66.81%
CYP inhibitory promiscuity	-	0.8072	80.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8456	84.56%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6443	64.43%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6057	60.57%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5915	59.15%
Acute Oral Toxicity (c)	III	0.6446	64.46%
Estrogen receptor binding	+	0.7763	77.63%
Androgen receptor binding	+	0.7631	76.31%
Thyroid receptor binding	+	0.7010	70.10%
Glucocorticoid receptor binding	+	0.5446	54.46%
Aromatase binding	+	0.6818	68.18%
PPAR gamma	+	0.7041	70.41%
Honey bee toxicity	-	0.6894	68.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.5259	52.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.30%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.92%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.20%	97.09%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	92.05%	88.42%
CHEMBL230	P35354	Cyclooxygenase-2	90.38%	89.63%
CHEMBL2996	Q05655	Protein kinase C delta	90.02%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.52%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.52%	85.14%
CHEMBL204	P00734	Thrombin	88.30%	96.01%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.80%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.27%	97.28%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.24%	95.58%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.59%	97.14%
CHEMBL3820	P35557	Hexokinase type IV	86.15%	91.96%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.97%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	85.87%	90.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.94%	95.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.97%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.46%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.93%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.91%	95.38%
CHEMBL5319	Q08345	Epithelial discoidin domain-containing receptor 1	82.80%	90.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.80%	95.89%
CHEMBL1871	P10275	Androgen Receptor	81.59%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.43%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.41%	93.04%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.12%	96.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.94%	82.38%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	80.91%	90.75%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	80.78%	92.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.40%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.36%	95.50%

Plants that contains it

• Delphinium uncinatum

Cross-Links

• PubChem: 163098740
• LOTUS: LTS0211246
• wikiData: Q105385549