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

Details

• Internal ID: ab17168d-0f6a-416b-94f6-42c74947b3cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1R,2S,3S,4S,5R,6S,8R,12S,13S,16R,19S,20R,21S)-14-ethyl-2,6-dihydroxy-4,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4(C6C7OC)O)O)OCO5)OC(=O)C)OC)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@@]4([C@@H]6[C@H]7OC)O)O)OCO5)OC(=O)C)OC)C
• InChI: InChI=1S/C26H39NO8/c1-6-27-11-22(3)8-7-16(31-4)25-19(22)20(35-13(2)28)26(21(25)27)24(33-12-34-26)10-15(29)14-9-23(25,30)18(24)17(14)32-5/h14-21,29-30H,6-12H2,1-5H3/t14-,15+,16+,17+,18+,19-,20+,21+,22+,23+,24-,25-,26-/m1/s1
• InChI Key: FMXCPANAUUDARO-GUXIHRGDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₉NO₈
• Molecular Weight: 493.60 g/mol
• Exact Mass: 493.26756720 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7184	71.84%
Caco-2	-	0.6287	62.87%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6537	65.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9244	92.44%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4503	45.03%
P-glycoprotein inhibitior	-	0.7311	73.11%
P-glycoprotein substrate	+	0.5485	54.85%
CYP3A4 substrate	+	0.7175	71.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7966	79.66%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.9137	91.37%
CYP2C19 inhibition	-	0.9060	90.60%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.9395	93.95%
CYP2C8 inhibition	+	0.5802	58.02%
CYP inhibitory promiscuity	-	0.9450	94.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5398	53.98%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.7880	78.80%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7108	71.08%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.8629	86.29%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7444	74.44%
Acute Oral Toxicity (c)	III	0.3803	38.03%
Estrogen receptor binding	+	0.7996	79.96%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	+	0.6196	61.96%
Glucocorticoid receptor binding	+	0.5444	54.44%
Aromatase binding	+	0.6568	65.68%
PPAR gamma	+	0.6955	69.55%
Honey bee toxicity	-	0.6915	69.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	99.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.48%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.53%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.93%	85.14%
CHEMBL204	P00734	Thrombin	94.53%	96.01%
CHEMBL4040	P28482	MAP kinase ERK2	93.42%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.83%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	92.52%	97.28%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.91%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.93%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.73%	92.62%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	90.28%	87.16%
CHEMBL2581	P07339	Cathepsin D	88.67%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.08%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.77%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.90%	89.05%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.93%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.30%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	83.72%	92.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.68%	95.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.08%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.58%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.50%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.49%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.33%	82.50%
CHEMBL1871	P10275	Androgen Receptor	82.30%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.67%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.98%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.91%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.81%	90.24%

Plants that contains it

• Delphinium elatum
• Delphinium retropilosum

Cross-Links

• PubChem: 102468982
• LOTUS: LTS0064729
• wikiData: Q104998127