(1R,2S,3S,5R,7S,10R,11S,12S,13S,14R,16S,17R,18S,19R)-4-ethyl-10-(hydroxymethyl)-12,16,18-trimethoxy-6-oxa-4-azaheptacyclo[15.2.1.02,7.02,11.03,13.05,10.014,19]icosane-13,14-diol

Details

• Internal ID: 676aa574-a1f2-49f0-988a-f88d082aeadb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2S,3S,5R,7S,10R,11S,12S,13S,14R,16S,17R,18S,19R)-4-ethyl-10-(hydroxymethyl)-12,16,18-trimethoxy-6-oxa-4-azaheptacyclo[15.2.1.02,7.02,11.03,13.05,10.014,19]icosane-13,14-diol
• SMILES (Canonical): CCN1C2C34C5CCC(C3C(C2(C6(CC(C7CC4C6C7OC)OC)O)O)OC)(C1O5)CO
• SMILES (Isomeric): CCN1[C@H]2[C@@]34[C@@H]5CC[C@]([C@H]3[C@@H]([C@@]2([C@]6(C[C@@H]([C@H]7C[C@@H]4[C@@H]6[C@H]7OC)OC)O)O)OC)([C@H]1O5)CO
• InChI: InChI=1S/C24H37NO7/c1-5-25-19-23-12-8-11-13(29-2)9-22(27,15(12)16(11)30-3)24(19,28)18(31-4)17(23)21(10-26)7-6-14(23)32-20(21)25/h11-20,26-28H,5-10H2,1-4H3/t11-,12-,13+,14+,15-,16+,17-,18+,19+,20-,21+,22-,23+,24-/m1/s1
• InChI Key: ZYBCAXDRBVBGGT-IEDUYXJUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₇NO₇
• Molecular Weight: 451.60 g/mol
• Exact Mass: 451.25700252 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4851	48.51%
Caco-2	-	0.6993	69.93%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.6684	66.84%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5208	52.08%
P-glycoprotein inhibitior	-	0.8585	85.85%
P-glycoprotein substrate	+	0.5806	58.06%
CYP3A4 substrate	+	0.7015	70.15%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.7870	78.70%
CYP3A4 inhibition	-	0.8685	86.85%
CYP2C9 inhibition	-	0.8602	86.02%
CYP2C19 inhibition	-	0.8681	86.81%
CYP2D6 inhibition	-	0.8983	89.83%
CYP1A2 inhibition	-	0.9052	90.52%
CYP2C8 inhibition	+	0.5086	50.86%
CYP inhibitory promiscuity	-	0.9454	94.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6243	62.43%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.6048	60.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7099	70.99%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.6547	65.47%
skin sensitisation	-	0.8682	86.82%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7237	72.37%
Acute Oral Toxicity (c)	III	0.5457	54.57%
Estrogen receptor binding	+	0.7092	70.92%
Androgen receptor binding	+	0.7296	72.96%
Thyroid receptor binding	+	0.6938	69.38%
Glucocorticoid receptor binding	-	0.4926	49.26%
Aromatase binding	+	0.6532	65.32%
PPAR gamma	+	0.6963	69.63%
Honey bee toxicity	-	0.6861	68.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.8221	82.21%

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	98.53%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.29%	97.25%
CHEMBL204	P00734	Thrombin	95.63%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.48%	97.09%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	92.08%	92.38%
CHEMBL226	P30542	Adenosine A1 receptor	91.98%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.82%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.15%	95.58%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.62%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.42%	97.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.12%	89.05%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.09%	92.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.33%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.08%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.35%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.29%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.18%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.97%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.88%	92.94%
CHEMBL3820	P35557	Hexokinase type IV	81.79%	91.96%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.78%	91.11%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.62%	95.36%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.56%	97.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.54%	98.46%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.08%	95.83%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.26%	99.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.13%	95.89%

Plants that contains it

• Delphinium carduchorum

Cross-Links

• PubChem: 162950946
• LOTUS: LTS0230121
• wikiData: Q105385969