[(1S,2R,3R,4R,5R,6S,7S,8R,9R,10R,13S,16S,17R,18R)-8-acetyloxy-5,7-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate

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	21388998-c537-4f51-a71f-11ea52103399
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name	[(1S,2R,3R,4R,5R,6S,7S,8R,9R,10R,13S,16S,17R,18R)-8-acetyloxy-5,7-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
SMILES (Canonical)	CC(=O)OC12C3C(CC(C3OC(=O)C4=CC=CC=C4)(C(C1O)OC)O)C56C(CCC7(C5C(C2C6N(C7)C)OC)COC)OC
SMILES (Isomeric)	CC(=O)O[C@@]12[C@@H]3[C@@H](C[C@@]([C@@H]3OC(=O)C4=CC=CC=C4)([C@H]([C@@H]1O)OC)O)[C@]56[C@H](CC[C@@]7([C@H]5[C@H]([C@H]2[C@H]6N(C7)C)OC)COC)OC
InChI	InChI=1S/C33H45NO10/c1-17(35)44-33-21-19(14-31(38,28(42-6)26(33)36)27(21)43-29(37)18-10-8-7-9-11-18)32-20(40-4)12-13-30(16-39-3)15-34(2)25(32)22(33)23(41-5)24(30)32/h7-11,19-28,36,38H,12-16H2,1-6H3/t19-,20+,21-,22+,23+,24-,25-,26+,27-,28+,30+,31-,32+,33-/m1/s1
InChI Key	FIDOCHXHMJHKRW-FBYRGYIKSA-N
Popularity	86 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₃H₄₅NO₁₀
Molecular Weight	615.70 g/mol
Exact Mass	615.30434663 g/mol
Topological Polar Surface Area (TPSA)	133.00 Å²
XlogP	0.90
Atomic LogP (AlogP)	1.29
H-Bond Acceptor	11
H-Bond Donor	2
Rotatable Bonds	8

Synonyms

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6900-87-4

UNII-5207313N6E

5207313N6E

C33H45NO10

C33-H45-N-O10

Aconitane-8,13,14,15-tetraol, 16,16-trimethoxy-4-(methoxymethyl)-20-methyl-, 8-acetate benzoate, (1-alpha,6-alpha,14-alpha,15-alpha,16-beta)-

MFCD11041032

8beta-Acetoxy-14alpha-benzoyloxy-N-methyl-13beta,15alpha-dihydroxy- 1alpha,6alpha,16beta-trimethoxy-4beta-(methoxymethyl)aconitane

ACONITANE-8,13,14,15-TETROL, 1,6,16-TRIMETHOXY-4-(METHOXYMETHYL)-20-METHYL-, 8-ACETATE 14-BENZOATE, (1.ALPHA.,6.ALPHA.,14.ALPHA.,15.ALPHA.,16.BETA.)-

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	-	0.5924	59.24%
Caco-2	-	0.7884	78.84%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4529	45.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9015	90.15%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9220	92.20%
OCT2 inhibitior	-	0.7099	70.99%
BSEP inhibitior	+	0.8665	86.65%
P-glycoprotein inhibitior	+	0.6652	66.52%
P-glycoprotein substrate	+	0.6971	69.71%
CYP3A4 substrate	+	0.7357	73.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7414	74.14%
CYP3A4 inhibition	-	0.7639	76.39%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8795	87.95%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.9173	91.73%
CYP2C8 inhibition	+	0.7492	74.92%
CYP inhibitory promiscuity	-	0.9572	95.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5752	57.52%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6528	65.28%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6507	65.07%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8739	87.39%
Acute Oral Toxicity (c)	I	0.6526	65.26%
Estrogen receptor binding	+	0.8084	80.84%
Androgen receptor binding	+	0.6728	67.28%
Thyroid receptor binding	+	0.5500	55.00%
Glucocorticoid receptor binding	-	0.7400	74.00%
Aromatase binding	+	0.7022	70.22%
PPAR gamma	+	0.7623	76.23%
Honey bee toxicity	-	0.8160	81.60%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.7591	75.91%

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	99.21%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.28%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.43%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.55%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.31%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	92.63%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.22%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.91%	97.25%
CHEMBL5028	O14672	ADAM10	87.58%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.50%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.24%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.09%	94.08%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.00%	81.11%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	85.76%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.38%	93.00%
CHEMBL2535	P11166	Glucose transporter	83.26%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.16%	92.62%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	82.90%	87.50%
CHEMBL4208	P20618	Proteasome component C5	82.44%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.65%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.45%	91.07%

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 jaluense

Aconitum japonicum

Aconitum kusnezoffii

Aconitum volubile var. pubescens