[(16S)-16-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-19-yl] acetate

Details

• Internal ID: 43cedff5-67dc-474d-a157-f60612c7d538
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetisine-type diterpenoid alkaloids
• IUPAC Name: [(16S)-16-hydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-19-yl] acetate
• InChI: InChI=1S/C22H29NO3/c1-11-8-20-9-22(25)18-19(3)5-4-6-21(18)16(20)15(26-12(2)24)13(11)7-14(20)17(21)23(22)10-19/h13-18,25H,1,4-10H2,2-3H3/t13?,14?,15?,16?,17?,18?,19?,20?,21?,22-/m0/s1
• InChI Key: DWUXLTHMRXTVCJ-RDWLVGASSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₉NO₃
• Molecular Weight: 355.50 g/mol
• Exact Mass: 355.21474379 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	+	0.5384	53.84%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5821	58.21%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5079	50.79%
BSEP inhibitior	-	0.6699	66.99%
P-glycoprotein inhibitior	-	0.7500	75.00%
P-glycoprotein substrate	-	0.6381	63.81%
CYP3A4 substrate	+	0.7015	70.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.7685	76.85%
CYP2C9 inhibition	-	0.8314	83.14%
CYP2C19 inhibition	-	0.7968	79.68%
CYP2D6 inhibition	-	0.8506	85.06%
CYP1A2 inhibition	-	0.8622	86.22%
CYP2C8 inhibition	-	0.6401	64.01%
CYP inhibitory promiscuity	-	0.7983	79.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5917	59.17%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.7441	74.41%
Skin corrosion	-	0.9188	91.88%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4194	41.94%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.7041	70.41%
skin sensitisation	-	0.8447	84.47%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.5924	59.24%
Acute Oral Toxicity (c)	III	0.6316	63.16%
Estrogen receptor binding	+	0.6470	64.70%
Androgen receptor binding	+	0.7486	74.86%
Thyroid receptor binding	+	0.6052	60.52%
Glucocorticoid receptor binding	+	0.7109	71.09%
Aromatase binding	+	0.7119	71.19%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7252	72.52%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9451	94.51%

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	98.15%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.28%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	92.29%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.16%	91.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.93%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.64%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.46%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.59%	95.50%
CHEMBL5646	Q6L5J4	FML2_HUMAN	80.49%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.48%	93.04%

Plants that contains it

• Spiraea japonica

Cross-Links

• PubChem: 5321446
• NPASS: NPC103522