Chrysogeamide B

Details

• Internal ID: a27f4006-c969-4fc8-ba8e-c3cb60579470
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6S,9R,12S,19S)-6-methyl-9-(2-methylpropyl)-19-[(2S)-octan-2-yl]-3,12-di(propan-2-yl)-1-oxa-4,7,10,13,16-pentazacyclononadecane-2,5,8,11,14,17-hexone
• InChI: InChI=1S/C32H57N5O7/c1-10-11-12-13-14-21(8)24-16-25(38)33-17-26(39)36-27(19(4)5)31(42)35-23(15-18(2)3)30(41)34-22(9)29(40)37-28(20(6)7)32(43)44-24/h18-24,27-28H,10-17H2,1-9H3,(H,33,38)(H,34,41)(H,35,42)(H,36,39)(H,37,40)/t21-,22-,23+,24-,27-,28-/m0/s1
• InChI Key: OSDSZHQNFBBDRR-MIABJUDESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₇N₅O₇
• Molecular Weight: 623.80 g/mol
• Exact Mass: 623.42579917 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8974	89.74%
Caco-2	-	0.8237	82.37%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6406	64.06%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7156	71.56%
P-glycoprotein inhibitior	+	0.7374	73.74%
P-glycoprotein substrate	+	0.8998	89.98%
CYP3A4 substrate	+	0.6391	63.91%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.8524	85.24%
CYP2C9 inhibition	-	0.9431	94.31%
CYP2C19 inhibition	-	0.9217	92.17%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.9246	92.46%
CYP2C8 inhibition	-	0.6022	60.22%
CYP inhibitory promiscuity	-	0.9924	99.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6354	63.54%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.8066	80.66%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.8037	80.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4885	48.85%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7350	73.50%
Acute Oral Toxicity (c)	III	0.6845	68.45%
Estrogen receptor binding	+	0.7271	72.71%
Androgen receptor binding	+	0.6531	65.31%
Thyroid receptor binding	+	0.5657	56.57%
Glucocorticoid receptor binding	+	0.7129	71.29%
Aromatase binding	+	0.6880	68.80%
PPAR gamma	+	0.6029	60.29%
Honey bee toxicity	-	0.8336	83.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6734	67.34%
Fish aquatic toxicity	-	0.3832	38.32%

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	99.31%	97.25%
CHEMBL2581	P07339	Cathepsin D	99.08%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.04%	90.08%
CHEMBL1949	P62937	Cyclophilin A	94.39%	98.57%
CHEMBL299	P17252	Protein kinase C alpha	93.72%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.02%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	92.32%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.32%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.74%	93.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.74%	94.66%
CHEMBL1937	Q92769	Histone deacetylase 2	91.64%	94.75%
CHEMBL2996	Q05655	Protein kinase C delta	91.42%	97.79%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	91.35%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.96%	97.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.91%	97.29%
CHEMBL3524	P56524	Histone deacetylase 4	88.84%	92.97%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.20%	89.34%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.19%	93.99%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.93%	88.56%
CHEMBL255	P29275	Adenosine A2b receptor	87.76%	98.59%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.62%	91.81%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.62%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.46%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.77%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.28%	97.64%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.28%	96.90%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.15%	96.61%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.15%	92.88%
CHEMBL321	P14780	Matrix metalloproteinase 9	85.05%	92.12%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.93%	86.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.63%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	84.61%	95.92%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.31%	95.50%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	84.25%	96.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.89%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.87%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.75%	94.80%
CHEMBL1902	P62942	FK506-binding protein 1A	83.54%	97.05%
CHEMBL3401	O75469	Pregnane X receptor	83.24%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	82.75%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.82%	97.14%
CHEMBL220	P22303	Acetylcholinesterase	80.78%	94.45%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.55%	95.00%
CHEMBL1907	P15144	Aminopeptidase N	80.22%	93.31%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.14%	92.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682063
• LOTUS: LTS0274565
• wikiData: Q105198805