[(1R,2S,3S,4S,5R,6S,8R,12S,13S,16R,19S,20R,21S)-14-ethyl-2,6-dihydroxy-4,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docos-17-en-21-yl] acetate

Details

• Internal ID: 37e5a74d-4c9e-42d4-ac0b-aa9d37254a6a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1R,2S,3S,4S,5R,6S,8R,12S,13S,16R,19S,20R,21S)-14-ethyl-2,6-dihydroxy-4,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docos-17-en-21-yl] acetate
• InChI: InChI=1S/C26H37NO8/c1-6-27-11-22(3)8-7-16(31-4)25-19(22)20(35-13(2)28)26(21(25)27)24(33-12-34-26)10-15(29)14-9-23(25,30)18(24)17(14)32-5/h7-8,14-21,29-30H,6,9-12H2,1-5H3/t14-,15+,16+,17+,18+,19-,20+,21+,22+,23+,24-,25-,26-/m1/s1
• InChI Key: IWDNFYTUTCUHPW-GUXIHRGDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₇NO₈
• Molecular Weight: 491.60 g/mol
• Exact Mass: 491.25191714 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.47
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8296	82.96%
Caco-2	-	0.6310	63.10%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.6176	61.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8217	82.17%
P-glycoprotein inhibitior	-	0.6173	61.73%
P-glycoprotein substrate	+	0.6123	61.23%
CYP3A4 substrate	+	0.7047	70.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8252	82.52%
CYP3A4 inhibition	-	0.9201	92.01%
CYP2C9 inhibition	-	0.9158	91.58%
CYP2C19 inhibition	-	0.8906	89.06%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	-	0.9113	91.13%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4954	49.54%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7704	77.04%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8461	84.61%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8021	80.21%
Acute Oral Toxicity (c)	III	0.4277	42.77%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	+	0.6085	60.85%
Glucocorticoid receptor binding	+	0.6338	63.38%
Aromatase binding	+	0.5889	58.89%
PPAR gamma	+	0.6979	69.79%
Honey bee toxicity	-	0.6726	67.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7434	74.34%

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	99.28%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.84%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.68%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	96.58%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.11%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.69%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	92.83%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.95%	97.09%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	89.54%	87.16%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.81%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.74%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.72%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.30%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.24%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.02%	91.24%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.52%	87.67%
CHEMBL4208	P20618	Proteasome component C5	82.16%	90.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.98%	97.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.80%	95.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.38%	94.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.18%	89.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.60%	90.24%

Plants that contains it

• Delphinium siwanense

Cross-Links

• PubChem: 102317249
• LOTUS: LTS0167583
• wikiData: Q105121517