[(2R,3R,5S,6S,8R,13S,17R)-8-acetyloxy-11-ethyl-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 4-methoxybenzoate

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	368e4009-f05d-4885-ba9d-273375a9de8c
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name	[(2R,3R,5S,6S,8R,13S,17R)-8-acetyloxy-11-ethyl-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 4-methoxybenzoate
SMILES (Canonical)	CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6(CC4C5C6OC(=O)C7=CC=C(C=C7)OC)O)OC)OC(=O)C)OC)OC)COC
SMILES (Isomeric)	CCN1C[C@@]2(CCC(C34[C@@H]2C(C(C31)[C@]5(C[C@@H]([C@]6(C[C@@H]4[C@@H]5C6OC(=O)C7=CC=C(C=C7)OC)O)OC)OC(=O)C)OC)OC)COC
InChI	InChI=1S/C35H49NO10/c1-8-36-17-32(18-40-3)14-13-23(42-5)35-22-15-33(39)24(43-6)16-34(46-19(2)37,26(29(35)36)27(44-7)28(32)35)25(22)30(33)45-31(38)20-9-11-21(41-4)12-10-20/h9-12,22-30,39H,8,13-18H2,1-7H3/t22-,23?,24+,25-,26?,27?,28-,29?,30?,32+,33+,34-,35?/m1/s1
InChI Key	GAZDXIGXYWVWQX-VVBNGALSSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₅H₄₉NO₁₀
Molecular Weight	643.80 g/mol
Exact Mass	643.33564676 g/mol
Topological Polar Surface Area (TPSA)	122.00 Å²
XlogP	2.20
Atomic LogP (AlogP)	2.72
H-Bond Acceptor	11
H-Bond Donor	1
Rotatable Bonds	10

Synonyms

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There are no found synonyms.

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	+	0.9299	92.99%
Caco-2	-	0.7876	78.76%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4823	48.23%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9294	92.94%
MATE1 inhibitior	-	0.9420	94.20%
OCT2 inhibitior	-	0.6599	65.99%
BSEP inhibitior	+	0.9615	96.15%
P-glycoprotein inhibitior	+	0.7867	78.67%
P-glycoprotein substrate	+	0.6998	69.98%
CYP3A4 substrate	+	0.7163	71.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7153	71.53%
CYP3A4 inhibition	-	0.5881	58.81%
CYP2C9 inhibition	-	0.8845	88.45%
CYP2C19 inhibition	-	0.8810	88.10%
CYP2D6 inhibition	-	0.8741	87.41%
CYP1A2 inhibition	-	0.9155	91.55%
CYP2C8 inhibition	+	0.7903	79.03%
CYP inhibitory promiscuity	-	0.9481	94.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5844	58.44%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9125	91.25%
Skin irritation	-	0.7877	78.77%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7950	79.50%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5007	50.07%
skin sensitisation	-	0.8830	88.30%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7596	75.96%
Acute Oral Toxicity (c)	III	0.4023	40.23%
Estrogen receptor binding	+	0.8184	81.84%
Androgen receptor binding	+	0.7389	73.89%
Thyroid receptor binding	+	0.5396	53.96%
Glucocorticoid receptor binding	-	0.4722	47.22%
Aromatase binding	+	0.7257	72.57%
PPAR gamma	+	0.7498	74.98%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5063	50.63%
Fish aquatic toxicity	+	0.8800	88.00%

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	99.57%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.79%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.13%	86.33%
CHEMBL4208	P20618	Proteasome component C5	94.67%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.59%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.32%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.92%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.08%	92.62%
CHEMBL2581	P07339	Cathepsin D	89.21%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.05%	93.99%
CHEMBL340	P08684	Cytochrome P450 3A4	88.72%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.97%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.76%	92.94%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.70%	81.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.43%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.55%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.87%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.28%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.75%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.23%	97.28%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.58%	94.97%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.46%	96.47%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.83%	94.08%

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 carmichaelii

Aconitum dolichorhynchum