(1S,3S,5R,8R,9S,10S,11R,14S,17R,18R,19S)-5-methyl-12-methylidene-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadecane-3,10,19-triol

Details

• Internal ID: 56851430-d05b-4b59-af3b-3fff55f70bba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetidine-type diterpenoid alkaloids
• IUPAC Name: (1S,3S,5R,8R,9S,10S,11R,14S,17R,18R,19S)-5-methyl-12-methylidene-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadecane-3,10,19-triol
• SMILES (Canonical): CC12CC(CC34C1CCC56C3C(C(C(C5C4NC2)O)C(=C)C6)O)O
• SMILES (Isomeric): C[C@@]12C[C@@H](C[C@]34[C@@H]1CC[C@]56[C@H]3[C@@H]([C@H]([C@H]([C@@H]5[C@H]4NC2)O)C(=C)C6)O)O
• InChI: InChI=1S/C20H29NO3/c1-9-5-19-4-3-11-18(2)6-10(22)7-20(11)16(19)15(24)12(9)14(23)13(19)17(20)21-8-18/h10-17,21-24H,1,3-8H2,2H3/t10-,11+,12-,13+,14+,15+,16+,17+,18-,19+,20-/m0/s1
• InChI Key: XNFQUGPVHYJHHZ-PMCSWTMGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉NO₃
• Molecular Weight: 331.40 g/mol
• Exact Mass: 331.21474379 g/mol
• Topological Polar Surface Area (TPSA): 72.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	-	0.7399	73.99%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Lysosomes	0.7148	71.48%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6067	60.67%
BSEP inhibitior	-	0.9256	92.56%
P-glycoprotein inhibitior	-	0.8905	89.05%
P-glycoprotein substrate	-	0.5780	57.80%
CYP3A4 substrate	+	0.6372	63.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4137	41.37%
CYP3A4 inhibition	-	0.9781	97.81%
CYP2C9 inhibition	-	0.8635	86.35%
CYP2C19 inhibition	-	0.8346	83.46%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	-	0.8528	85.28%
CYP2C8 inhibition	+	0.4551	45.51%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5870	58.70%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9378	93.78%
Skin irritation	-	0.6982	69.82%
Skin corrosion	-	0.9042	90.42%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4585	45.85%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7930	79.30%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6332	63.32%
Acute Oral Toxicity (c)	III	0.5918	59.18%
Estrogen receptor binding	+	0.7038	70.38%
Androgen receptor binding	+	0.6204	62.04%
Thyroid receptor binding	+	0.6841	68.41%
Glucocorticoid receptor binding	+	0.6868	68.68%
Aromatase binding	+	0.7219	72.19%
PPAR gamma	-	0.6095	60.95%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.6699	66.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.64%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.34%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	93.11%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.30%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL222	P23975	Norepinephrine transporter	89.50%	96.06%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.29%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.09%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.67%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	88.54%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.55%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.76%	82.69%
CHEMBL259	P32245	Melanocortin receptor 4	85.75%	95.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.20%	92.88%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.45%	96.21%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.04%	91.79%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	83.38%	95.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.16%	91.03%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.39%	93.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.09%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.68%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.63%	100.00%

Plants that contains it

• Delphinium peregrinum

Cross-Links

• PubChem: 162973443
• LOTUS: LTS0017310
• wikiData: Q105331610