[(1S,2S,3S,5R,8R,9S,11S,14R,16R,17R,18R)-3,16-dihydroxy-5-methyl-12-methylidene-10-oxo-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-2-yl] acetate

Details

• Internal ID: 29128987-c11f-4495-8f41-56131d8b190a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetisine-type diterpenoid alkaloids
• IUPAC Name: [(1S,2S,3S,5R,8R,9S,11S,14R,16R,17R,18R)-3,16-dihydroxy-5-methyl-12-methylidene-10-oxo-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-2-yl] acetate
• InChI: InChI=1S/C22H27NO5/c1-9-5-20-7-21(27)18-19(3)6-12(25)17(28-10(2)24)22(18)13(20)4-11(9)15(26)14(20)16(22)23(21)8-19/h11-14,16-18,25,27H,1,4-8H2,2-3H3/t11-,12-,13+,14+,16+,17+,18-,19-,20+,21+,22-/m0/s1
• InChI Key: SMKLDHHGRDTUQJ-QBOMOUJKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₇NO₅
• Molecular Weight: 385.50 g/mol
• Exact Mass: 385.18892296 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.86
• H-Bond Acceptor: 6
• 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	+	0.9121	91.21%
Caco-2	+	0.5486	54.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6192	61.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9152	91.52%
P-glycoprotein inhibitior	-	0.7724	77.24%
P-glycoprotein substrate	-	0.5611	56.11%
CYP3A4 substrate	+	0.6955	69.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.9313	93.13%
CYP2C9 inhibition	-	0.8309	83.09%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.8857	88.57%
CYP2C8 inhibition	-	0.6702	67.02%
CYP inhibitory promiscuity	-	0.8250	82.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4763	47.63%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9495	94.95%
Skin irritation	-	0.7403	74.03%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4348	43.48%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8549	85.49%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.7763	77.63%
Acute Oral Toxicity (c)	III	0.5436	54.36%
Estrogen receptor binding	+	0.8080	80.80%
Androgen receptor binding	+	0.7473	74.73%
Thyroid receptor binding	+	0.5832	58.32%
Glucocorticoid receptor binding	+	0.7688	76.88%
Aromatase binding	+	0.6307	63.07%
PPAR gamma	+	0.6157	61.57%
Honey bee toxicity	-	0.6631	66.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9633	96.33%

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	97.52%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.97%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	94.88%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.23%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.10%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.69%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	85.29%	98.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.60%	91.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.54%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.12%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.60%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.99%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.74%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.17%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%
CHEMBL222	P23975	Norepinephrine transporter	81.15%	96.06%
CHEMBL1937	Q92769	Histone deacetylase 2	80.86%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.80%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.32%	91.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.20%	91.07%

Plants that contains it

• Aconitum coreanum

Cross-Links

• PubChem: 162986342
• LOTUS: LTS0214674
• wikiData: Q105255984