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

Details

• Internal ID: d8063232-0fe9-4a75-b9b1-ea332d185f44
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2S,3S,4S,5S,6S,8R,12R,13S,16R,19S,20R)-14-ethyl-6-methoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosane-3,4,19-triol
• InChI: InChI=1S/C23H35NO6/c1-4-24-10-19(2)6-5-16(25)22-14-7-12-13(28-3)8-21(23(14,27)17(12)26)20(18(22)24,9-15(19)22)29-11-30-21/h12-18,25-27H,4-11H2,1-3H3/t12-,13+,14+,15-,16+,17+,18-,19+,20-,21+,22-,23+/m1/s1
• InChI Key: ONGBEVLXHZYLKN-YNSSLJIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅NO₆
• Molecular Weight: 421.50 g/mol
• Exact Mass: 421.24643784 g/mol
• Topological Polar Surface Area (TPSA): 91.60 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5303	53.03%
Caco-2	-	0.5748	57.48%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.6818	68.18%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5185	51.85%
P-glycoprotein inhibitior	-	0.8903	89.03%
P-glycoprotein substrate	+	0.5616	56.16%
CYP3A4 substrate	+	0.6704	67.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6956	69.56%
CYP3A4 inhibition	-	0.8428	84.28%
CYP2C9 inhibition	-	0.8978	89.78%
CYP2C19 inhibition	-	0.8909	89.09%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.9277	92.77%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9523	95.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5307	53.07%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.7805	78.05%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3798	37.98%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6597	65.97%
skin sensitisation	-	0.8658	86.58%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8635	86.35%
Acute Oral Toxicity (c)	III	0.3898	38.98%
Estrogen receptor binding	+	0.6645	66.45%
Androgen receptor binding	+	0.7636	76.36%
Thyroid receptor binding	+	0.7016	70.16%
Glucocorticoid receptor binding	+	0.5606	56.06%
Aromatase binding	+	0.7206	72.06%
PPAR gamma	+	0.5829	58.29%
Honey bee toxicity	-	0.7347	73.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	-	0.4545	45.45%

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	98.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.57%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.67%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.32%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.11%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.02%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.93%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.28%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.42%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.66%	92.62%
CHEMBL226	P30542	Adenosine A1 receptor	85.29%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.16%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.79%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.16%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.76%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.33%	97.14%
CHEMBL2581	P07339	Cathepsin D	81.98%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.80%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.64%	96.61%
CHEMBL1871	P10275	Androgen Receptor	81.34%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.82%	94.00%

Plants that contains it

• Delphinium tatsienense

Cross-Links

• PubChem: 162972705
• LOTUS: LTS0173163
• wikiData: Q105194665