(1R,2S,3S,4S,5R,6S,8R,12R,13S,16R,19S,20R)-14-ethyl-4,6,19-trimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-2-ol

Details

• Internal ID: 4435c0f4-5f3b-4df4-9ae7-3720d4ad2c9e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2S,3S,4S,5R,6S,8R,12R,13S,16R,19S,20R)-14-ethyl-4,6,19-trimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-2-ol
• InChI: InChI=1S/C25H39NO6/c1-6-26-12-21(2)8-7-17(29-4)25-16(21)11-24(20(25)26)23(31-13-32-24)10-15(28-3)14-9-22(25,27)19(23)18(14)30-5/h14-20,27H,6-13H2,1-5H3/t14-,15+,16-,17+,18+,19+,20-,21+,22+,23-,24-,25+/m1/s1
• InChI Key: IHKHAWFZFAIWRL-NJKATMGOSA-N
• Popularity: 2 references 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): 69.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6470	64.70%
Caco-2	-	0.5139	51.39%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.6790	67.90%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7101	71.01%
P-glycoprotein inhibitior	-	0.8472	84.72%
P-glycoprotein substrate	+	0.5586	55.86%
CYP3A4 substrate	+	0.6764	67.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3453	34.53%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.8958	89.58%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.9142	91.42%
CYP2C8 inhibition	+	0.5396	53.96%
CYP inhibitory promiscuity	-	0.9233	92.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5577	55.77%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8738	87.38%
Skin irritation	-	0.7933	79.33%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.5878	58.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6666	66.66%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6142	61.42%
skin sensitisation	-	0.8538	85.38%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7698	76.98%
Acute Oral Toxicity (c)	III	0.5400	54.00%
Estrogen receptor binding	+	0.7867	78.67%
Androgen receptor binding	+	0.7596	75.96%
Thyroid receptor binding	+	0.7178	71.78%
Glucocorticoid receptor binding	+	0.5506	55.06%
Aromatase binding	+	0.7142	71.42%
PPAR gamma	+	0.6763	67.63%
Honey bee toxicity	-	0.7241	72.41%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.6521	65.21%

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	98.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.96%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.16%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.57%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.54%	97.09%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.89%	95.36%
CHEMBL2996	Q05655	Protein kinase C delta	89.76%	97.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.58%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.43%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.24%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.60%	97.14%
CHEMBL2581	P07339	Cathepsin D	86.31%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.10%	97.28%
CHEMBL204	P00734	Thrombin	84.36%	96.01%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.60%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.79%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.21%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.36%	100.00%
CHEMBL1871	P10275	Androgen Receptor	80.29%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.26%	94.00%

Plants that contains it

• Delphinium barbeyi

Cross-Links

• PubChem: 163055906
• LOTUS: LTS0119561
• wikiData: Q105113092