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

Details

• Internal ID: 507b775b-a8e0-4df7-a019-6b12dd5b6ead
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2S,3S,5R,7S,10R,11S,13R,14R,16S,17R,18S,19S)-4-ethyl-16-methoxy-10-(methoxymethyl)-6-oxa-4-azaheptacyclo[15.2.1.02,7.02,11.03,13.05,10.014,19]icosane-13,14,18-triol
• SMILES (Canonical): CCN1C2C3(CC4C2(C5CCC4(C1O5)COC)C6CC7C(CC3(C6C7O)O)OC)O
• SMILES (Isomeric): CCN1[C@@H]2[C@@]3(C[C@H]4[C@@]2([C@@H]5CC[C@]4([C@H]1O5)COC)[C@H]6C[C@H]7[C@H](C[C@]3([C@@H]6[C@H]7O)O)OC)O
• InChI: InChI=1S/C23H35NO6/c1-4-24-18-22(27)9-14-20(10-28-2)6-5-15(30-19(20)24)23(14,18)12-7-11-13(29-3)8-21(22,26)16(12)17(11)25/h11-19,25-27H,4-10H2,1-3H3/t11-,12-,13-,14+,15-,16-,17-,18+,19+,20-,21+,22+,23+/m0/s1
• InChI Key: SZNDLXDAUMHNHG-RGNDAFRUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅NO₆
• Molecular Weight: 421.50 g/mol
• Exact Mass: 421.24643784 g/mol
• Topological Polar Surface Area (TPSA): 91.60 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.36
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5454	54.54%
Caco-2	-	0.6579	65.79%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.6917	69.17%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9092	90.92%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6531	65.31%
P-glycoprotein inhibitior	-	0.9082	90.82%
P-glycoprotein substrate	+	0.5500	55.00%
CYP3A4 substrate	+	0.7255	72.55%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7656	76.56%
CYP3A4 inhibition	-	0.8816	88.16%
CYP2C9 inhibition	-	0.8648	86.48%
CYP2C19 inhibition	-	0.8555	85.55%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.9222	92.22%
CYP2C8 inhibition	+	0.4701	47.01%
CYP inhibitory promiscuity	-	0.9583	95.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6057	60.57%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9245	92.45%
Skin irritation	-	0.7807	78.07%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6901	69.01%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.7136	71.36%
skin sensitisation	-	0.8628	86.28%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4670	46.70%
Acute Oral Toxicity (c)	III	0.4705	47.05%
Estrogen receptor binding	+	0.7114	71.14%
Androgen receptor binding	+	0.7169	71.69%
Thyroid receptor binding	+	0.7127	71.27%
Glucocorticoid receptor binding	-	0.4815	48.15%
Aromatase binding	+	0.6766	67.66%
PPAR gamma	+	0.5958	59.58%
Honey bee toxicity	-	0.7546	75.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.6934	69.34%

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	99.01%	96.09%
CHEMBL204	P00734	Thrombin	97.93%	96.01%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.70%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.86%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.64%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.09%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.72%	82.69%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.50%	89.05%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	89.21%	92.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.38%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.56%	97.14%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.71%	97.50%
CHEMBL1871	P10275	Androgen Receptor	84.32%	96.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.32%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.55%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.32%	92.94%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.83%	95.58%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.38%	82.38%
CHEMBL206	P03372	Estrogen receptor alpha	81.37%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.35%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	81.19%	95.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.41%	96.77%

Plants that contains it

• Aconitum burnatii

Cross-Links

• PubChem: 162960461
• LOTUS: LTS0224924
• wikiData: Q105264271