[(4E,10E)-13,20-dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(21),4,10,18(22),19-pentaen-9-yl] carbamate

Details

• Internal ID: 78fc7e64-3c55-4eaa-b5a4-7b9ab2c65aab
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(4E,10E)-13,20-dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(21),4,10,18(22),19-pentaen-9-yl] carbamate
• InChI: InChI=1S/C28H42N2O7/c1-16-10-20-13-21(15-22(31)14-20)30-27(33)17(2)8-7-9-23(35-5)26(37-28(29)34)19(4)12-18(3)25(32)24(11-16)36-6/h8,12-16,18,23-26,31-32H,7,9-11H2,1-6H3,(H2,29,34)(H,30,33)/b17-8+,19-12+
• InChI Key: HUXWGTSMSXMDBH-CWNVEXOKSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂N₂O₇
• Molecular Weight: 518.60 g/mol
• Exact Mass: 518.29920168 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• CHEBI:182680
• NCGC00380976-01
• [(4E,10E)-13,20-dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(21),4,10,18(22),19-pentaen-9-yl] carbamate
• NCGC00380976-01_C28H42N2O7_(4E,10E)-13,20-Dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaen-9-yl carbamate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8788	87.88%
Caco-2	-	0.7314	73.14%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5585	55.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8822	88.22%
BSEP inhibitior	+	0.9196	91.96%
P-glycoprotein inhibitior	+	0.8456	84.56%
P-glycoprotein substrate	+	0.7936	79.36%
CYP3A4 substrate	+	0.6913	69.13%
CYP2C9 substrate	+	0.6262	62.62%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.8351	83.51%
CYP2C9 inhibition	-	0.7599	75.99%
CYP2C19 inhibition	-	0.7177	71.77%
CYP2D6 inhibition	-	0.8881	88.81%
CYP1A2 inhibition	-	0.7285	72.85%
CYP2C8 inhibition	+	0.6589	65.89%
CYP inhibitory promiscuity	-	0.9169	91.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5675	56.75%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9491	94.91%
Skin irritation	-	0.7834	78.34%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6112	61.12%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8694	86.94%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6346	63.46%
Acute Oral Toxicity (c)	III	0.6223	62.23%
Estrogen receptor binding	+	0.7361	73.61%
Androgen receptor binding	+	0.7816	78.16%
Thyroid receptor binding	+	0.5623	56.23%
Glucocorticoid receptor binding	+	0.8320	83.20%
Aromatase binding	+	0.5820	58.20%
PPAR gamma	+	0.7082	70.82%
Honey bee toxicity	-	0.7419	74.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9165	91.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.39%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.20%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.06%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.89%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.80%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.37%	95.89%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	90.08%	97.53%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.07%	96.77%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.58%	93.03%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.55%	95.64%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.95%	91.03%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.72%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.65%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.73%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.38%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.71%	91.07%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.61%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.36%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.35%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.17%	94.00%
CHEMBL4208	P20618	Proteasome component C5	82.96%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.81%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.75%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.47%	91.19%
CHEMBL2535	P11166	Glucose transporter	82.32%	98.75%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.47%	94.97%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.40%	97.25%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.25%	85.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.87%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10006830
• LOTUS: LTS0202315
• wikiData: Q105034120