Dolaconine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	2f91c47d-552d-4b8f-a0c1-0366ee18efa9
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Lappaconitine-type diterpenoid alkaloids
IUPAC Name	(11-ethyl-8-hydroxy-6,16-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl) acetate
SMILES (Canonical)	CCN1CC2CCC(C34C2CC(C31)C5(CC(C6CC4C5C6OC(=O)C)OC)O)OC
SMILES (Isomeric)	CCN1CC2CCC(C34C2CC(C31)C5(CC(C6CC4C5C6OC(=O)C)OC)O)OC
InChI	InChI=1S/C24H37NO5/c1-5-25-11-13-6-7-19(29-4)24-15(13)9-17(22(24)25)23(27)10-18(28-3)14-8-16(24)20(23)21(14)30-12(2)26/h13-22,27H,5-11H2,1-4H3
InChI Key	MLYKFKUTKJPICF-UHFFFAOYSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₄H₃₇NO₅
Molecular Weight	419.60 g/mol
Exact Mass	419.26717328 g/mol
Topological Polar Surface Area (TPSA)	68.20 Å²
XlogP	1.80
Atomic LogP (AlogP)	2.09
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	4

Synonyms

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82841-75-6

(11-ethyl-8-hydroxy-6,16-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl) acetate

C24H37NO5

DTXSID301002945

C24-H37-N-O5

20-ethyl-8-hydroxy-1,16-dimethoxyaconitan-14-yl acetate

Aconitane-8,14-diol, 20-ethyl-1,16-dimethoxy-, 14-acetate, (1alpha,14alpha,16beta)-

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8625	86.25%
Caco-2	-	0.5617	56.17%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.6390	63.90%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4755	47.55%
P-glycoprotein inhibitior	-	0.7280	72.80%
P-glycoprotein substrate	+	0.6264	62.64%
CYP3A4 substrate	+	0.6824	68.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7421	74.21%
CYP3A4 inhibition	-	0.9378	93.78%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.9324	93.24%
CYP2D6 inhibition	-	0.9121	91.21%
CYP1A2 inhibition	-	0.9124	91.24%
CYP2C8 inhibition	-	0.6919	69.19%
CYP inhibitory promiscuity	-	0.9718	97.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9136	91.36%
Skin irritation	-	0.7827	78.27%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3745	37.45%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5589	55.89%
skin sensitisation	-	0.8747	87.47%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6575	65.75%
Acute Oral Toxicity (c)	III	0.5656	56.56%
Estrogen receptor binding	+	0.7898	78.98%
Androgen receptor binding	+	0.6535	65.35%
Thyroid receptor binding	+	0.6358	63.58%
Glucocorticoid receptor binding	+	0.6242	62.42%
Aromatase binding	+	0.5870	58.70%
PPAR gamma	+	0.7020	70.20%
Honey bee toxicity	-	0.6944	69.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	-	0.5655	56.55%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.61%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.13%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.09%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.10%	95.58%
CHEMBL340	P08684	Cytochrome P450 3A4	91.93%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.89%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.20%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.00%	94.33%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.93%	95.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.20%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.03%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.49%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.79%	96.38%
CHEMBL2581	P07339	Cathepsin D	84.63%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.49%	97.21%
CHEMBL5255	O00206	Toll-like receptor 4	83.52%	92.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.41%	91.03%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.19%	98.99%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.03%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.98%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.51%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.15%	90.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.99%	95.50%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.17%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.09%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.86%	86.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.81%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.68%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.27%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.18%	100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aconitum campylorrhynchum

Aconitum contortum

Aconitum nasutum

Aconitum toxicum