[(1R,5R,8R,9R,10R,11S,12R,13S,15S,16S)-12-(acetyloxymethyl)-12-hydroxy-5,7-dimethyl-6-oxo-7-azahexacyclo[7.6.2.210,13.01,8.05,16.010,15]nonadecan-11-yl] 3,4-dimethoxybenzoate

Details

• Internal ID: 9af02da0-fe96-4979-b8ed-ab788693b619
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: [(1R,5R,8R,9R,10R,11S,12R,13S,15S,16S)-12-(acetyloxymethyl)-12-hydroxy-5,7-dimethyl-6-oxo-7-azahexacyclo[7.6.2.210,13.01,8.05,16.010,15]nonadecan-11-yl] 3,4-dimethoxybenzoate
• SMILES (Canonical): CC(=O)OCC1(C2CCC3(C1OC(=O)C4=CC(=C(C=C4)OC)OC)C5CC6C7(CCCC6(C3C2)C5N(C7=O)C)C)O
• SMILES (Isomeric): CC(=O)OC[C@@]1([C@H]2CC[C@]3([C@@H]1OC(=O)C4=CC(=C(C=C4)OC)OC)[C@H]5C[C@@H]6[C@]7(CCC[C@]6([C@@H]3C2)[C@@H]5N(C7=O)C)C)O
• InChI: InChI=1S/C32H41NO8/c1-17(34)40-16-32(37)19-9-12-30(27(32)41-26(35)18-7-8-21(38-4)22(13-18)39-5)20-15-23-29(2)10-6-11-31(23,24(30)14-19)25(20)33(3)28(29)36/h7-8,13,19-20,23-25,27,37H,6,9-12,14-16H2,1-5H3/t19-,20-,23+,24+,25+,27-,29+,30-,31-,32-/m0/s1
• InChI Key: JHLIWGRBPZFFBH-IOHINLLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₁NO₈
• Molecular Weight: 567.70 g/mol
• Exact Mass: 567.28321727 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8928	89.28%
Caco-2	-	0.7578	75.78%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5511	55.11%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7786	77.86%
BSEP inhibitior	+	0.9679	96.79%
P-glycoprotein inhibitior	+	0.8121	81.21%
P-glycoprotein substrate	+	0.6928	69.28%
CYP3A4 substrate	+	0.7238	72.38%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.7818	78.18%
CYP2C9 inhibition	-	0.7116	71.16%
CYP2C19 inhibition	-	0.7862	78.62%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.7807	78.07%
CYP2C8 inhibition	+	0.7263	72.63%
CYP inhibitory promiscuity	-	0.8691	86.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6501	65.01%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9340	93.40%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8302	83.02%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	-	0.9073	90.73%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7659	76.59%
Acute Oral Toxicity (c)	III	0.5620	56.20%
Estrogen receptor binding	+	0.8135	81.35%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	+	0.5432	54.32%
Glucocorticoid receptor binding	+	0.8242	82.42%
Aromatase binding	+	0.7394	73.94%
PPAR gamma	+	0.6079	60.79%
Honey bee toxicity	-	0.7752	77.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5382	53.82%
Fish aquatic toxicity	+	0.9378	93.78%

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	99.08%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.52%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.43%	82.69%
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL4208	P20618	Proteasome component C5	93.47%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.03%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.31%	89.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.77%	97.25%
CHEMBL2535	P11166	Glucose transporter	89.65%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.91%	93.99%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	88.45%	92.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.84%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.73%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.62%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.87%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.72%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.95%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.76%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.42%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.97%	91.07%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.38%	94.42%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	81.57%	85.83%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.20%	91.43%
CHEMBL1871	P10275	Androgen Receptor	81.08%	96.43%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.76%	92.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.57%	89.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.23%	92.50%

Plants that contains it

• Aconitum variegatum

Cross-Links

• PubChem: 162920897
• LOTUS: LTS0250575
• wikiData: Q105128057