(1R,2R,3S,4S,5R,6S,8S,9S,10R,13S,16S,17S)-11-ethyl-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-2,3,8,13-tetrol

Details

• Internal ID: a0ce118f-ad6d-4f64-9d2d-b12af0aec333
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Lappaconitine-type diterpenoid alkaloids
• IUPAC Name: (1R,2R,3S,4S,5R,6S,8S,9S,10R,13S,16S,17S)-11-ethyl-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-2,3,8,13-tetrol
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4(C5(C6OC)O)O)OC)O)OC)O
• 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@@]4([C@@]5([C@H]6OC)O)O)OC)O)OC)O
• InChI: InChI=1S/C23H37NO7/c1-5-24-11-19(25)7-6-16(30-3)22-15(19)8-13(17(22)24)20(26)10-14(29-2)12-9-21(22,27)23(20,28)18(12)31-4/h12-18,25-28H,5-11H2,1-4H3/t12-,13+,14+,15-,16+,17-,18+,19-,20+,21-,22+,23+/m1/s1
• InChI Key: QMRUISKQGDXAFF-KZQSOGKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₇NO₇
• Molecular Weight: 439.50 g/mol
• Exact Mass: 439.25700252 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5521	55.21%
Caco-2	-	0.6281	62.81%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.6856	68.56%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5980	59.80%
P-glycoprotein inhibitior	-	0.8714	87.14%
P-glycoprotein substrate	+	0.5593	55.93%
CYP3A4 substrate	+	0.6782	67.82%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	+	0.3935	39.35%
CYP3A4 inhibition	-	0.9659	96.59%
CYP2C9 inhibition	-	0.8979	89.79%
CYP2C19 inhibition	-	0.8964	89.64%
CYP2D6 inhibition	-	0.9194	91.94%
CYP1A2 inhibition	-	0.9292	92.92%
CYP2C8 inhibition	-	0.5713	57.13%
CYP inhibitory promiscuity	-	0.9792	97.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9200	92.00%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7417	74.17%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.7113	71.13%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8999	89.99%
Acute Oral Toxicity (c)	III	0.4268	42.68%
Estrogen receptor binding	+	0.7710	77.10%
Androgen receptor binding	+	0.7348	73.48%
Thyroid receptor binding	+	0.6750	67.50%
Glucocorticoid receptor binding	+	0.5645	56.45%
Aromatase binding	+	0.7087	70.87%
PPAR gamma	+	0.6601	66.01%
Honey bee toxicity	-	0.8152	81.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.7801	78.01%

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	98.43%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.96%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.80%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.22%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.18%	95.93%
CHEMBL4302	P08183	P-glycoprotein 1	87.66%	92.98%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.23%	96.09%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	86.44%	92.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.03%	92.62%
CHEMBL259	P32245	Melanocortin receptor 4	85.67%	95.38%
CHEMBL4072	P07858	Cathepsin B	85.61%	93.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.48%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.72%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.08%	96.38%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.43%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.39%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.25%	82.38%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.12%	89.05%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.73%	95.17%
CHEMBL2581	P07339	Cathepsin D	81.65%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.33%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.50%	93.00%
CHEMBL228	P31645	Serotonin transporter	80.35%	95.51%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.15%	100.00%

Plants that contains it

• Aconitum orientale
• Aconitum septentrionale

Cross-Links

• PubChem: 101826496
• LOTUS: LTS0262852
• wikiData: Q104375861