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

Details

• Internal ID: 46cc729c-02f7-4bfd-b1e5-2c3e63c63b67
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2S,3R,5R,7S,10R,11S,12R,13R,14S,16R,17R,18S,19S)-4-ethyl-12,16-dimethoxy-10-methyl-6-oxa-4-azaheptacyclo[15.2.1.02,7.02,11.03,13.05,10.014,19]icosane-14,18-diol
• SMILES (Canonical): CCN1C2C3C(C4C2(C5CCC4(C1O5)C)C6CC7C(CC3(C6C7O)O)OC)OC
• SMILES (Isomeric): CCN1[C@@H]2[C@@H]3[C@@H]([C@H]4[C@@]2([C@@H]5CC[C@]4([C@H]1O5)C)[C@H]6C[C@H]7[C@@H](C[C@@]3([C@@H]6[C@H]7O)O)OC)OC
• InChI: InChI=1S/C23H35NO5/c1-5-24-19-15-17(28-4)18-21(2)7-6-13(29-20(21)24)23(18,19)11-8-10-12(27-3)9-22(15,26)14(11)16(10)25/h10-20,25-26H,5-9H2,1-4H3/t10-,11-,12+,13-,14-,15-,16-,17-,18+,19+,20+,21+,22-,23-/m0/s1
• InChI Key: RKAAIHVVVCCIIB-XUYCBQOKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅NO₅
• Molecular Weight: 405.50 g/mol
• Exact Mass: 405.25152322 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 6
• 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	+	0.7671	76.71%
Caco-2	-	0.5583	55.83%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.6605	66.05%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6145	61.45%
P-glycoprotein inhibitior	-	0.8763	87.63%
P-glycoprotein substrate	+	0.5611	56.11%
CYP3A4 substrate	+	0.7228	72.28%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7533	75.33%
CYP3A4 inhibition	-	0.9478	94.78%
CYP2C9 inhibition	-	0.8383	83.83%
CYP2C19 inhibition	-	0.8024	80.24%
CYP2D6 inhibition	-	0.8950	89.50%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	-	0.6393	63.93%
CYP inhibitory promiscuity	-	0.8925	89.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6453	64.53%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3626	36.26%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5952	59.52%
skin sensitisation	-	0.8700	87.00%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6004	60.04%
Acute Oral Toxicity (c)	III	0.5525	55.25%
Estrogen receptor binding	+	0.6729	67.29%
Androgen receptor binding	+	0.6629	66.29%
Thyroid receptor binding	+	0.7555	75.55%
Glucocorticoid receptor binding	+	0.5552	55.52%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.6451	64.51%
Honey bee toxicity	-	0.7183	71.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.5582	55.82%

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	99.28%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.00%	97.25%
CHEMBL204	P00734	Thrombin	97.30%	96.01%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.05%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	95.86%	95.93%
CHEMBL1871	P10275	Androgen Receptor	95.61%	96.43%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.58%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.54%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.62%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.19%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.91%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.86%	90.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.29%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.61%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	88.70%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.57%	91.11%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.07%	100.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.46%	97.56%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	85.34%	92.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.72%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.71%	96.77%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.21%	82.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.07%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.84%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.80%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	83.49%	95.38%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.24%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.23%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.04%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.06%	92.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.62%	82.69%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.68%	92.86%

Plants that contains it

• Delphinium pentagynum

Cross-Links

• PubChem: 163105827
• LOTUS: LTS0122225
• wikiData: Q105238264