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

Details

• Internal ID: d8fc20a5-4de7-42b8-b3b6-130a6a53341d
• 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-8,9-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2CC3C1C(CC2OC)(C4(C(C5C36C4N(CC5(CCC6OC)COC)CC)OC)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@H]1[C@@H]2C[C@@H]3[C@H]1[C@](C[C@@H]2OC)([C@]4([C@H]([C@H]5[C@]36[C@@H]4N(C[C@@]5(CC[C@@H]6OC)COC)CC)OC)O)O
• InChI: InChI=1S/C30H49NO8/c1-8-16(3)25(32)39-22-17-12-18-21(22)28(33,13-19(17)36-5)30(34)24(38-7)23-27(15-35-4)11-10-20(37-6)29(18,23)26(30)31(9-2)14-27/h16-24,26,33-34H,8-15H2,1-7H3/t16-,17+,18+,19-,20-,21+,22-,23+,24-,26-,27-,28+,29-,30+/m0/s1
• InChI Key: CKXXSHYXJATMHS-ZBMCLEFTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₉NO₈
• Molecular Weight: 551.70 g/mol
• Exact Mass: 551.34581752 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4761	47.61%
Caco-2	-	0.7059	70.59%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4939	49.39%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7886	78.86%
P-glycoprotein inhibitior	-	0.5826	58.26%
P-glycoprotein substrate	+	0.6596	65.96%
CYP3A4 substrate	+	0.7215	72.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7620	76.20%
CYP3A4 inhibition	-	0.8167	81.67%
CYP2C9 inhibition	-	0.9145	91.45%
CYP2C19 inhibition	-	0.9204	92.04%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.6048	60.48%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5751	57.51%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.7590	75.90%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6536	65.36%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5577	55.77%
skin sensitisation	-	0.8740	87.40%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8884	88.84%
Acute Oral Toxicity (c)	I	0.3792	37.92%
Estrogen receptor binding	+	0.7800	78.00%
Androgen receptor binding	+	0.7354	73.54%
Thyroid receptor binding	+	0.5370	53.70%
Glucocorticoid receptor binding	+	0.5601	56.01%
Aromatase binding	+	0.7098	70.98%
PPAR gamma	+	0.6171	61.71%
Honey bee toxicity	-	0.6979	69.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	-	0.3939	39.39%

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	99.71%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.59%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.32%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.38%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.59%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.14%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.16%	96.61%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	90.28%	95.36%
CHEMBL340	P08684	Cytochrome P450 3A4	89.35%	91.19%
CHEMBL299	P17252	Protein kinase C alpha	88.04%	98.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.84%	92.62%
CHEMBL4302	P08183	P-glycoprotein 1	87.43%	92.98%
CHEMBL2996	Q05655	Protein kinase C delta	86.87%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.65%	96.47%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.62%	97.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.08%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	86.07%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.21%	95.58%
CHEMBL221	P23219	Cyclooxygenase-1	84.54%	90.17%
CHEMBL2581	P07339	Cathepsin D	84.22%	98.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.99%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.73%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.60%	97.28%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.53%	93.03%
CHEMBL5255	O00206	Toll-like receptor 4	82.86%	92.50%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.57%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.54%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.53%	89.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.33%	96.95%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.71%	92.78%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.44%	96.77%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.28%	89.62%

Plants that contains it

• Delphinium barbeyi
• Delphinium occidentale

Cross-Links

• PubChem: 101190667
• LOTUS: LTS0074980
• wikiData: Q104393373