Codelphine

Details

• Internal ID: 30011727-258c-492a-b70c-c45095525feb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8S,9S,10R,13S,16S,17R)-11-ethyl-8,16-dihydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5C6OC(=O)C)OC)O)O)COC
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H]([C@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC(=O)C)OC)O)O)COC
• InChI: InChI=1S/C25H39NO6/c1-5-26-11-23(12-30-3)7-6-19(28)25-15-8-14-17(31-4)10-24(29,16(22(25)26)9-18(23)25)20(15)21(14)32-13(2)27/h14-22,28-29H,5-12H2,1-4H3/t14-,15-,16+,17+,18-,19+,20-,21+,22-,23+,24+,25-/m1/s1
• InChI Key: ZEBMMHUDQRRILP-YNLINXDKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₉NO₆
• Molecular Weight: 449.60 g/mol
• Exact Mass: 449.27773796 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• Codelphine
• Kondelfin
• Coldephnine
• 7633-69-4
• C25H39NO6
• C25-H39-N-O6
• E55EVL23BY
• Aconitane-1,8,14-triol, 20-ethyl-16-methoxy-4-(methoxymethyl)-, 14-acetate, (1.alpha.,14.alpha.,16.beta.)-
• 14-Acetyl-20-ethyl-1,8-dihydroxy-16-18-dimethoxylycoctonine
• (3S,6S,7R,7aR,8S,9R,10S,11aS,14R)-1-ethyl-6,11a-dihydroxy-10-methoxy-3-(methoxymethyl)tetradecahydro-1H-3,6a,12-(epiethane[1,1,2]triyl)-7,9-methanonaphtho[2,3-b]azocin-8-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8520	85.20%
Caco-2	-	0.6484	64.84%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.5736	57.36%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5654	56.54%
P-glycoprotein inhibitior	-	0.7554	75.54%
P-glycoprotein substrate	+	0.6317	63.17%
CYP3A4 substrate	+	0.7105	71.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7413	74.13%
CYP3A4 inhibition	-	0.8861	88.61%
CYP2C9 inhibition	-	0.9143	91.43%
CYP2C19 inhibition	-	0.9207	92.07%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.9206	92.06%
CYP2C8 inhibition	+	0.5070	50.70%
CYP inhibitory promiscuity	-	0.9516	95.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6005	60.05%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4150	41.50%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6175	61.75%
skin sensitisation	-	0.8742	87.42%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6651	66.51%
Acute Oral Toxicity (c)	III	0.4339	43.39%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	+	0.6814	68.14%
Thyroid receptor binding	+	0.5961	59.61%
Glucocorticoid receptor binding	+	0.5888	58.88%
Aromatase binding	+	0.6259	62.59%
PPAR gamma	+	0.5919	59.19%
Honey bee toxicity	-	0.7417	74.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	-	0.3990	39.90%

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	98.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.85%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.67%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.94%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.42%	94.45%
CHEMBL204	P00734	Thrombin	90.73%	96.01%
CHEMBL340	P08684	Cytochrome P450 3A4	90.41%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.36%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.06%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.17%	98.95%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	88.04%	98.99%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.96%	94.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.67%	97.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.31%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	87.06%	90.17%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	86.97%	95.52%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.37%	95.58%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.15%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.64%	92.94%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.38%	97.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.96%	90.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.88%	96.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.70%	91.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.12%	93.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.09%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.00%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.77%	95.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.90%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.84%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.27%	92.50%

Plants that contains it

• Aconitum cochleare
• Aconitum coreanum
• Delphinium bicolor
• Delphinium nuttallianum
• Delphinium roylei
• Delphinium uncinatum
• Radermachera boniana

Cross-Links

• PubChem: 92854546
• NPASS: NPC59030
• LOTUS: LTS0273027
• wikiData: Q105373070