[(1R,3S,4S,5R,8R,9S,11S,14R,17S,18R)-3-acetyloxy-5,7-dimethyl-12-methylidene-10,16-dioxo-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadecan-4-yl] 2-methylpropanoate

Details

• Internal ID: f3627ce9-7800-49db-8686-0153b40e6727
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetidine-type diterpenoid alkaloids
• IUPAC Name: [(1R,3S,4S,5R,8R,9S,11S,14R,17S,18R)-3-acetyloxy-5,7-dimethyl-12-methylidene-10,16-dioxo-7-azahexacyclo[9.6.2.01,8.05,17.09,14.014,18]nonadecan-4-yl] 2-methylpropanoate
• InChI: InChI=1S/C27H35NO6/c1-12(2)24(32)34-23-17(33-14(4)29)10-27-18-7-15-13(3)8-26(18)9-16(30)21(27)25(23,5)11-28(6)22(27)19(26)20(15)31/h12,15,17-19,21-23H,3,7-11H2,1-2,4-6H3/t15-,17-,18+,19+,21+,22+,23+,25-,26+,27+/m0/s1
• InChI Key: RKNDSOTXGNOQPZ-RGFYYJQZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₅NO₆
• Molecular Weight: 469.60 g/mol
• Exact Mass: 469.24643784 g/mol
• Topological Polar Surface Area (TPSA): 90.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8611	86.11%
Caco-2	-	0.6851	68.51%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6299	62.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8672	86.72%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7706	77.06%
P-glycoprotein inhibitior	+	0.6678	66.78%
P-glycoprotein substrate	+	0.5507	55.07%
CYP3A4 substrate	+	0.6873	68.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7205	72.05%
CYP3A4 inhibition	-	0.6100	61.00%
CYP2C9 inhibition	-	0.8254	82.54%
CYP2C19 inhibition	-	0.8321	83.21%
CYP2D6 inhibition	-	0.8499	84.99%
CYP1A2 inhibition	-	0.8049	80.49%
CYP2C8 inhibition	-	0.6318	63.18%
CYP inhibitory promiscuity	-	0.8575	85.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5013	50.13%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9141	91.41%
Skin irritation	-	0.7565	75.65%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.5201	52.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.4137	41.37%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6288	62.88%
skin sensitisation	-	0.8167	81.67%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.4815	48.15%
Acute Oral Toxicity (c)	III	0.6346	63.46%
Estrogen receptor binding	+	0.7853	78.53%
Androgen receptor binding	+	0.7563	75.63%
Thyroid receptor binding	+	0.5356	53.56%
Glucocorticoid receptor binding	+	0.7193	71.93%
Aromatase binding	+	0.7208	72.08%
PPAR gamma	+	0.6288	62.88%
Honey bee toxicity	-	0.6784	67.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9695	96.95%

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	98.95%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.56%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.61%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.19%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.67%	96.77%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.22%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.32%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.81%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.17%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.86%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.69%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.11%	93.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.82%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.07%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	85.05%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.93%	82.69%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.61%	91.24%
CHEMBL222	P23975	Norepinephrine transporter	84.19%	96.06%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.99%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.62%	85.30%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.57%	85.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.34%	95.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.71%	97.28%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.65%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.28%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.97%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.45%	82.50%

Plants that contains it

• Aconitum contortum

Cross-Links

• PubChem: 163105829
• LOTUS: LTS0154890
• wikiData: Q105238539