Oscillaginin B

Details

• Internal ID: f14d8acf-9dbe-4017-a4f6-8b12d2d92f07
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-3-amino-2-hydroxydecanoyl]amino]-3-hydroxypropanoyl]-methylamino]-3-methylbutanoyl]amino]-4-(4-hydroxyphenyl)butanoic acid
• SMILES (Canonical): CCCCCCCC(C(C(=O)NC(CO)C(=O)N(C)C(C(C)C)C(=O)NC(CCC1=CC=C(C=C1)O)C(=O)O)O)N
• SMILES (Isomeric): CCCCCCC[C@H]([C@@H](C(=O)N[C@@H](CO)C(=O)N(C)[C@@H](C(C)C)C(=O)N[C@@H](CCC1=CC=C(C=C1)O)C(=O)O)O)N
• InChI: InChI=1S/C29H48N4O8/c1-5-6-7-8-9-10-21(30)25(36)27(38)32-23(17-34)28(39)33(4)24(18(2)3)26(37)31-22(29(40)41)16-13-19-11-14-20(35)15-12-19/h11-12,14-15,18,21-25,34-36H,5-10,13,16-17,30H2,1-4H3,(H,31,37)(H,32,38)(H,40,41)/t21-,22+,23+,24+,25+/m1/s1
• InChI Key: FAFNVISAZDFOJC-RYWAYVEBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈N₄O₈
• Molecular Weight: 580.70 g/mol
• Exact Mass: 580.34721450 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 19

Synonyms

• MLS002699326
• DTXSID601047267
• SMR001563267

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7670	76.70%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5771	57.71%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5674	56.74%
P-glycoprotein inhibitior	+	0.5854	58.54%
P-glycoprotein substrate	+	0.7740	77.40%
CYP3A4 substrate	+	0.6431	64.31%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.7874	78.74%
CYP3A4 inhibition	+	0.6213	62.13%
CYP2C9 inhibition	-	0.8358	83.58%
CYP2C19 inhibition	-	0.8216	82.16%
CYP2D6 inhibition	-	0.8278	82.78%
CYP1A2 inhibition	-	0.8814	88.14%
CYP2C8 inhibition	-	0.6025	60.25%
CYP inhibitory promiscuity	-	0.9665	96.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6802	68.02%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7650	76.50%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5909	59.09%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8645	86.45%
Acute Oral Toxicity (c)	III	0.7085	70.85%
Estrogen receptor binding	+	0.6933	69.33%
Androgen receptor binding	+	0.7278	72.78%
Thyroid receptor binding	+	0.5274	52.74%
Glucocorticoid receptor binding	+	0.6066	60.66%
Aromatase binding	+	0.5897	58.97%
PPAR gamma	+	0.5929	59.29%
Honey bee toxicity	-	0.8894	88.94%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5603	56.03%
Fish aquatic toxicity	+	0.9120	91.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.81%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.46%	99.17%
CHEMBL236	P41143	Delta opioid receptor	96.99%	99.35%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.72%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.86%	97.29%
CHEMBL2514	O95665	Neurotensin receptor 2	92.92%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.80%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.74%	90.71%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.40%	100.00%
CHEMBL233	P35372	Mu opioid receptor	90.63%	97.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.21%	92.86%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.01%	94.45%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	89.65%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.99%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.89%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	88.33%	90.20%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.51%	93.10%
CHEMBL4040	P28482	MAP kinase ERK2	87.44%	83.82%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.71%	92.08%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.59%	96.37%
CHEMBL221	P23219	Cyclooxygenase-1	85.31%	90.17%
CHEMBL268	P43235	Cathepsin K	83.34%	96.85%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.40%	96.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.03%	92.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.69%	91.11%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.40%	97.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.58%	95.50%

Plants that contains it

• Elsholtzia bodinieri
• Ipomoea purpurea

Cross-Links

• PubChem: 44825956
• NPASS: NPC246802
• LOTUS: LTS0252632
• wikiData: Q104992217