[(1S,5R,6S,7S,8R,9R,10R,13R,14R,16S)-8-acetyloxy-5,7,14-trihydroxy-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

• Internal ID: 0e5e1bb5-36b4-420c-96e2-e506ab661a9a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,5R,6S,7S,8R,9R,10R,13R,14R,16S)-8-acetyloxy-5,7,14-trihydroxy-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(CC(C7(C5C(C2C6N(C7)C)OC)COC)O)OC
• SMILES (Isomeric): CC(=O)O[C@@]12[C@@H]3[C@@H]4[C@]5([C@H](C[C@H]([C@](C5C3OC)(CN4C)COC)O)OC)C6C1C([C@](C6)([C@H]([C@@H]2O)OC)O)OC(=O)C7=CC=CC=C7
• InChI: InChI=1S/C33H45NO11/c1-16(35)45-33-21-18(13-31(39,28(43-6)26(33)37)27(21)44-29(38)17-10-8-7-9-11-17)32-20(41-4)12-19(36)30(15-40-3)14-34(2)25(32)22(33)23(42-5)24(30)32/h7-11,18-28,36-37,39H,12-15H2,1-6H3/t18?,19-,20+,21?,22+,23?,24?,25-,26+,27?,28+,30+,31-,32+,33-/m1/s1
• InChI Key: XUHJBXVYNBQQBD-XEQAKENGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₅NO₁₁
• Molecular Weight: 631.70 g/mol
• Exact Mass: 631.29926125 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.26
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5904	59.04%
Caco-2	-	0.8104	81.04%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5532	55.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9357	93.57%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9220	92.20%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8689	86.89%
P-glycoprotein inhibitior	+	0.6527	65.27%
P-glycoprotein substrate	+	0.7286	72.86%
CYP3A4 substrate	+	0.7333	73.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7414	74.14%
CYP3A4 inhibition	-	0.8551	85.51%
CYP2C9 inhibition	-	0.9085	90.85%
CYP2C19 inhibition	-	0.8998	89.98%
CYP2D6 inhibition	-	0.9249	92.49%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.6894	68.94%
CYP inhibitory promiscuity	-	0.9530	95.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5617	56.17%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9146	91.46%
Skin irritation	-	0.7782	77.82%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6565	65.65%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.8813	88.13%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.9074	90.74%
Acute Oral Toxicity (c)	I	0.7228	72.28%
Estrogen receptor binding	+	0.8044	80.44%
Androgen receptor binding	+	0.6688	66.88%
Thyroid receptor binding	+	0.5562	55.62%
Glucocorticoid receptor binding	-	0.8308	83.08%
Aromatase binding	+	0.7021	70.21%
PPAR gamma	+	0.7648	76.48%
Honey bee toxicity	-	0.7707	77.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.8301	83.01%

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	99.36%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.84%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	98.17%	83.82%
CHEMBL2581	P07339	Cathepsin D	96.29%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	92.71%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.69%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.97%	81.11%
CHEMBL5028	O14672	ADAM10	88.29%	97.50%
CHEMBL4208	P20618	Proteasome component C5	88.22%	90.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.89%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.91%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.53%	96.00%
CHEMBL2535	P11166	Glucose transporter	84.79%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	84.26%	91.49%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	83.19%	87.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.25%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.09%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.31%	91.19%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.10%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.37%	95.89%
CHEMBL202	P00374	Dihydrofolate reductase	80.26%	89.92%

Plants that contains it

• Aconitum carmichaelii
• Aconitum firmum
• Aconitum fukutomei
• Aconitum japonicum
• Aconitum japonicum subsp. ibukiense
• Aconitum japonicum subsp. napiforme
• Aconitum japonicum subsp. subcuneatum
• Aconitum kusnezoffii
• Aconitum napellus
• Aconitum tauricum
• Aconitum variegatum
• Liriodendron tulipifera

Cross-Links

• PubChem: 145994469
• LOTUS: LTS0197623
• wikiData: Q104375910