8-Hydroxy-13-(2-hydroxyethyl)-11-methyl-19-methylidene-13-azapentacyclo[9.3.3.24,7.01,10.02,7]nonadecan-6-one

Details

• Internal ID: 47716c99-1330-42fd-aebe-2bb75390d76f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: 8-hydroxy-13-(2-hydroxyethyl)-11-methyl-19-methylidene-13-azapentacyclo[9.3.3.24,7.01,10.02,7]nonadecan-6-one
• InChI: InChI=1S/C22H33NO3/c1-14-11-22-17(8-15(14)9-18(22)25)21-5-3-4-20(2,16(21)10-19(22)26)12-23(13-21)6-7-24/h15-17,19,24,26H,1,3-13H2,2H3
• InChI Key: BSIXUKDXPORSEL-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₃NO₃
• Molecular Weight: 359.50 g/mol
• Exact Mass: 359.24604391 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9665	96.65%
Caco-2	+	0.6187	61.87%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4939	49.39%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9646	96.46%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5261	52.61%
P-glycoprotein inhibitior	-	0.8229	82.29%
P-glycoprotein substrate	+	0.5353	53.53%
CYP3A4 substrate	+	0.6583	65.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3504	35.04%
CYP3A4 inhibition	-	0.7820	78.20%
CYP2C9 inhibition	-	0.8753	87.53%
CYP2C19 inhibition	-	0.8530	85.30%
CYP2D6 inhibition	-	0.8074	80.74%
CYP1A2 inhibition	-	0.8574	85.74%
CYP2C8 inhibition	-	0.7464	74.64%
CYP inhibitory promiscuity	-	0.9596	95.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5586	55.86%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.8833	88.33%
Skin irritation	-	0.7043	70.43%
Skin corrosion	-	0.8736	87.36%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7519	75.19%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6045	60.45%
skin sensitisation	-	0.7971	79.71%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6708	67.08%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.7429	74.29%
Androgen receptor binding	+	0.6688	66.88%
Thyroid receptor binding	+	0.7075	70.75%
Glucocorticoid receptor binding	+	0.7499	74.99%
Aromatase binding	+	0.6422	64.22%
PPAR gamma	-	0.5279	52.79%
Honey bee toxicity	-	0.8793	87.93%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4643	46.43%

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	97.95%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.58%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	91.92%	94.75%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	91.30%	98.46%
CHEMBL238	Q01959	Dopamine transporter	88.10%	95.88%
CHEMBL228	P31645	Serotonin transporter	87.51%	95.51%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.82%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.84%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.78%	90.08%
CHEMBL4040	P28482	MAP kinase ERK2	85.53%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.54%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.25%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.21%	93.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.29%	95.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.89%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.28%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.21%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.39%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.12%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.96%	91.07%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.83%	93.03%
CHEMBL5646	Q6L5J4	FML2_HUMAN	80.25%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.16%	97.09%

Plants that contains it

• Spiraea japonica

Cross-Links

• PubChem: 73800058
• LOTUS: LTS0052641
• wikiData: Q104945263