[(1R,3R,5R,6R,8R,9S,11S,14S,16S,17S,18S)-6,18-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] acetate

Details

• Internal ID: 689400f4-4d6f-43bf-97ee-25d7f99a5d3e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: [(1R,3R,5R,6R,8R,9S,11S,14S,16S,17S,18S)-6,18-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] acetate
• InChI: InChI=1S/C22H29NO4/c1-10-5-20-9-15-16-19(3)7-13(27-11(2)24)8-21(16)17(23(15)18(19)25)14(20)4-12(10)6-22(20,21)26/h12-18,25-26H,1,4-9H2,2-3H3/t12-,13-,14+,15-,16+,17+,18+,19+,20-,21+,22-/m0/s1
• InChI Key: SLIMTSISPNWMCS-XOBKPFOFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₉NO₄
• Molecular Weight: 371.50 g/mol
• Exact Mass: 371.20965841 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9664	96.64%
Caco-2	-	0.6146	61.46%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5256	52.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4720	47.20%
P-glycoprotein inhibitior	-	0.8333	83.33%
P-glycoprotein substrate	+	0.5250	52.50%
CYP3A4 substrate	+	0.6952	69.52%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.8317	83.17%
CYP2C9 inhibition	-	0.8179	81.79%
CYP2C19 inhibition	-	0.7725	77.25%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	-	0.8482	84.82%
CYP2C8 inhibition	-	0.6282	62.82%
CYP inhibitory promiscuity	-	0.7068	70.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4826	48.26%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9603	96.03%
Skin irritation	-	0.7437	74.37%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5574	55.74%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6178	61.78%
Acute Oral Toxicity (c)	III	0.4974	49.74%
Estrogen receptor binding	+	0.7231	72.31%
Androgen receptor binding	+	0.7408	74.08%
Thyroid receptor binding	+	0.5483	54.83%
Glucocorticoid receptor binding	+	0.8872	88.72%
Aromatase binding	+	0.7558	75.58%
PPAR gamma	+	0.5308	53.08%
Honey bee toxicity	-	0.7849	78.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9643	96.43%

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	98.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.86%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.58%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.18%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.58%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	91.09%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.39%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.94%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.26%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.19%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.02%	95.89%

Plants that contains it

• Aconitum leucostomum

Cross-Links

• PubChem: 162984504
• LOTUS: LTS0236125
• wikiData: Q105255347