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

Details

• Internal ID: 07083946-d05e-4753-80e8-0f289ad28ca9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17R,18S)-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 2-methylpropanoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC(=O)C(C)C)OC)O)O)OC)OC)C
• 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(C)C)OC)O)O)OC)OC)C
• InChI: InChI=1S/C28H45NO7/c1-8-29-13-25(4)10-9-18(34-6)27-16-11-15-17(33-5)12-26(31,19(16)20(15)36-23(30)14(2)3)28(32,24(27)29)22(35-7)21(25)27/h14-22,24,31-32H,8-13H2,1-7H3/t15-,16-,17+,18+,19-,20+,21-,22+,24+,25+,26-,27+,28-/m1/s1
• InChI Key: JAKRMJRMMPOUJX-PFRKTALLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₅NO₇
• Molecular Weight: 507.70 g/mol
• Exact Mass: 507.31960277 g/mol
• Topological Polar Surface Area (TPSA): 97.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4868	48.68%
Caco-2	-	0.6538	65.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4649	46.49%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5914	59.14%
P-glycoprotein inhibitior	-	0.6657	66.57%
P-glycoprotein substrate	+	0.5874	58.74%
CYP3A4 substrate	+	0.7140	71.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7620	76.20%
CYP3A4 inhibition	-	0.8285	82.85%
CYP2C9 inhibition	-	0.8868	88.68%
CYP2C19 inhibition	-	0.9132	91.32%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.9279	92.79%
CYP2C8 inhibition	+	0.5271	52.71%
CYP inhibitory promiscuity	-	0.9802	98.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5854	58.54%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.7602	76.02%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6875	68.75%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5602	56.02%
skin sensitisation	-	0.8680	86.80%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8894	88.94%
Acute Oral Toxicity (c)	III	0.4559	45.59%
Estrogen receptor binding	+	0.7731	77.31%
Androgen receptor binding	+	0.7422	74.22%
Thyroid receptor binding	+	0.6616	66.16%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6745	67.45%
PPAR gamma	+	0.6956	69.56%
Honey bee toxicity	-	0.6217	62.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.7136	71.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.64%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.49%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.39%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.77%	97.09%
CHEMBL204	P00734	Thrombin	93.80%	96.01%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.21%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.81%	96.77%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.79%	95.36%
CHEMBL340	P08684	Cytochrome P450 3A4	89.56%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.90%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	87.84%	98.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.39%	95.58%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.51%	89.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.24%	96.61%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.98%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.69%	97.28%
CHEMBL202	P00374	Dihydrofolate reductase	84.56%	89.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.42%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.04%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.96%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.88%	93.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.24%	95.89%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	82.93%	99.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.63%	89.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.97%	82.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.92%	89.05%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.74%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.71%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.60%	98.95%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.42%	92.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.59%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.45%	91.03%
CHEMBL5255	O00206	Toll-like receptor 4	80.28%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	80.25%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	80.13%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.10%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.05%	82.69%

Plants that contains it

• Delphinium verdunense
• Jatropha gossypiifolia

Cross-Links

• PubChem: 101713172
• NPASS: NPC274152
• LOTUS: LTS0117877
• wikiData: Q105123819