Dictyocarpine

Details

• Internal ID: 37ba63ea-f95f-47c6-b36f-48c0cff278f2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (14-ethyl-2,4-dihydroxy-6,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-yl) acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4(C6C7O)O)OC)OCO5)OC(=O)C)OC)C
• SMILES (Isomeric): CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4(C6C7O)O)OC)OCO5)OC(=O)C)OC)C
• InChI: InChI=1S/C26H39NO8/c1-6-27-11-22(3)8-7-16(32-5)25-19(22)20(35-13(2)28)26(21(25)27)24(33-12-34-26)10-15(31-4)14-9-23(25,30)18(24)17(14)29/h14-21,29-30H,6-12H2,1-5H3
• InChI Key: AIICBVJTYIFTLW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₉NO₈
• Molecular Weight: 493.60 g/mol
• Exact Mass: 493.26756720 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Dictyocarpinine 6-acetate
• NSC624740
• 59989-92-3
• Aconitane-6,10,14-triol, 1,16-dimethoxy-20-ethyl-4-methyl-7,8-(methylenebis(oxy))-, 6-acetate, (1-alpha,6-beta,14-alpha,16-beta)-
• Aconitane-6,10,14-triol, 20-ethyl-1,16-dimethoxy-4-methyl-7,8-(methylenebis(oxy))-, 6-acetate, (1alpha,6beta,14alpha,16beta)-
• (ethyl-dihydroxy-dimethoxy-methyl-[?]yl) acetate
• 14-Ethyl-2,4-dihydroxy-6,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.1~2,5~.0~1,13~.0~3,8~.0~8,12~.0~16,20~]docos-21-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5821	58.21%
Caco-2	-	0.6349	63.49%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.7032	70.32%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9362	93.62%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6154	61.54%
P-glycoprotein inhibitior	-	0.7029	70.29%
P-glycoprotein substrate	+	0.5258	52.58%
CYP3A4 substrate	+	0.7158	71.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7966	79.66%
CYP3A4 inhibition	-	0.9019	90.19%
CYP2C9 inhibition	-	0.8986	89.86%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.9367	93.67%
CYP2C8 inhibition	+	0.6023	60.23%
CYP inhibitory promiscuity	-	0.9337	93.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5604	56.04%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.7828	78.28%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6658	66.58%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6415	64.15%
skin sensitisation	-	0.8588	85.88%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.4350	43.50%
Estrogen receptor binding	+	0.7949	79.49%
Androgen receptor binding	+	0.7497	74.97%
Thyroid receptor binding	+	0.5984	59.84%
Glucocorticoid receptor binding	+	0.5387	53.87%
Aromatase binding	+	0.6865	68.65%
PPAR gamma	+	0.7144	71.44%
Honey bee toxicity	-	0.7129	71.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.5395	53.95%

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	99.13%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.76%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.49%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.75%	94.45%
CHEMBL204	P00734	Thrombin	94.39%	96.01%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.69%	85.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.09%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.55%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.70%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.69%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.48%	92.62%
CHEMBL2581	P07339	Cathepsin D	89.13%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.61%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.42%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.09%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.94%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.37%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.98%	95.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.80%	94.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.07%	82.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.44%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.28%	89.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.43%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	81.08%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.91%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.82%	89.05%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.19%	97.50%

Plants that contains it

• Aconitum columbianum
• Delphinium andersonii
• Delphinium barbeyi
• Delphinium dictyocarpum
• Delphinium glaucum
• Delphinium nudicaule
• Delphinium occidentale
• Delphinium ternatum

Cross-Links

• PubChem: 185280
• LOTUS: LTS0065426
• wikiData: Q104252959