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

Details

• Internal ID: 511d0204-3d74-4cbd-ab2f-d728f90a8347
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-9,16-dihydroxy-6,8,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC(=O)C)OC)OC)O)OC)O)COC
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]([C@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC(=O)C)OC)OC)O)OC)O)COC
• InChI: InChI=1S/C27H43NO8/c1-7-28-12-24(13-32-3)9-8-18(30)26-16-10-15-17(33-4)11-25(35-6,19(16)20(15)36-14(2)29)27(31,23(26)28)22(34-5)21(24)26/h15-23,30-31H,7-13H2,1-6H3/t15-,16-,17+,18+,19-,20+,21-,22+,23+,24+,25-,26+,27-/m1/s1
• InChI Key: UTQKGBDSCRMUJO-JJQLKCKLSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₃NO₈
• Molecular Weight: 509.60 g/mol
• Exact Mass: 509.29886733 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6816	68.16%
Caco-2	-	0.6794	67.94%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.5036	50.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7820	78.20%
P-glycoprotein inhibitior	-	0.7284	72.84%
P-glycoprotein substrate	+	0.6245	62.45%
CYP3A4 substrate	+	0.7300	73.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7387	73.87%
CYP3A4 inhibition	-	0.8137	81.37%
CYP2C9 inhibition	-	0.9160	91.60%
CYP2C19 inhibition	-	0.9145	91.45%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.9375	93.75%
CYP2C8 inhibition	+	0.6090	60.90%
CYP inhibitory promiscuity	-	0.9382	93.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5807	58.07%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6634	66.34%
Human Ether-a-go-go-Related Gene inhibition	+	0.6431	64.31%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5587	55.87%
skin sensitisation	-	0.8773	87.73%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7189	71.89%
Acute Oral Toxicity (c)	I	0.4527	45.27%
Estrogen receptor binding	+	0.8331	83.31%
Androgen receptor binding	+	0.7357	73.57%
Thyroid receptor binding	+	0.6228	62.28%
Glucocorticoid receptor binding	-	0.5622	56.22%
Aromatase binding	+	0.6656	66.56%
PPAR gamma	+	0.6947	69.47%
Honey bee toxicity	-	0.7219	72.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	-	0.4263	42.63%

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	99.18%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.43%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.90%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.21%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.50%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	93.79%	83.82%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	92.29%	95.52%
CHEMBL340	P08684	Cytochrome P450 3A4	91.77%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.32%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.16%	95.58%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.09%	92.62%
CHEMBL226	P30542	Adenosine A1 receptor	85.91%	95.93%
CHEMBL2581	P07339	Cathepsin D	84.50%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.50%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.47%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.69%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.56%	96.61%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.49%	95.36%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.41%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.30%	93.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.92%	97.28%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.87%	98.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.08%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.83%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.53%	93.03%
CHEMBL1871	P10275	Androgen Receptor	80.95%	96.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.84%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.11%	91.07%

Plants that contains it

• Delphinium nuttallianum
• Delphinium potaninii var. bonvalotii
• Delphinium tatsienense
• Delphinium yunnanense

Cross-Links

• PubChem: 101006111
• LOTUS: LTS0269842
• wikiData: Q104399204