Psammosilenin B

Details

• Internal ID: d416f9b8-0273-455e-a9bc-2a941bc0d94a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,18S,21S,27S)-9,21-dibenzyl-3-[(2S)-butan-2-yl]-6-[(1R)-1-hydroxyethyl]-18-propan-2-yl-1,4,7,10,16,19,22,25-octazatricyclo[25.3.0.012,16]triacontane-2,5,8,11,17,20,23,26-octone
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2C(=O)NCC(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)N1)C(C)O)CC4=CC=CC=C4)C(C)C)CC5=CC=CC=C5
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N2CCC[C@H]2C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)[C@@H](C)O)CC4=CC=CC=C4)C(C)C)CC5=CC=CC=C5
• InChI: InChI=1S/C45H62N8O9/c1-6-27(4)37-45(62)52-21-13-19-33(52)41(58)46-25-35(55)47-31(23-29-15-9-7-10-16-29)39(56)49-36(26(2)3)44(61)53-22-14-20-34(53)42(59)48-32(24-30-17-11-8-12-18-30)40(57)51-38(28(5)54)43(60)50-37/h7-12,15-18,26-28,31-34,36-38,54H,6,13-14,19-25H2,1-5H3,(H,46,58)(H,47,55)(H,48,59)(H,49,56)(H,50,60)(H,51,57)/t27-,28+,31-,32-,33-,34-,36-,37-,38-/m0/s1
• InChI Key: UYJODWDXFNUAQH-IKZMJAGBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₆₂N₈O₉
• Molecular Weight: 859.00 g/mol
• Exact Mass: 858.46397559 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

• CHEBI:70210
• Q27138550

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8239	82.39%
Caco-2	-	0.8779	87.79%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6212	62.12%
OATP2B1 inhibitior	+	0.5586	55.86%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8566	85.66%
P-glycoprotein inhibitior	+	0.7538	75.38%
P-glycoprotein substrate	+	0.8295	82.95%
CYP3A4 substrate	+	0.6372	63.72%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.7605	76.05%
CYP3A4 inhibition	-	0.8554	85.54%
CYP2C9 inhibition	-	0.8818	88.18%
CYP2C19 inhibition	-	0.8621	86.21%
CYP2D6 inhibition	-	0.8933	89.33%
CYP1A2 inhibition	-	0.9645	96.45%
CYP2C8 inhibition	-	0.6209	62.09%
CYP inhibitory promiscuity	-	0.9528	95.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.7964	79.64%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3831	38.31%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5657	56.57%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6836	68.36%
Acute Oral Toxicity (c)	III	0.6135	61.35%
Estrogen receptor binding	+	0.8051	80.51%
Androgen receptor binding	+	0.6705	67.05%
Thyroid receptor binding	+	0.5564	55.64%
Glucocorticoid receptor binding	+	0.6255	62.55%
Aromatase binding	+	0.5694	56.94%
PPAR gamma	+	0.7823	78.23%
Honey bee toxicity	-	0.8781	87.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8205	82.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.02%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.51%	85.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.92%	97.64%
CHEMBL221	P23219	Cyclooxygenase-1	94.49%	90.17%
CHEMBL3524	P56524	Histone deacetylase 4	93.41%	92.97%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.01%	94.45%
CHEMBL4071	P08311	Cathepsin G	92.93%	94.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.53%	95.89%
CHEMBL4447	Q9Y337	Kallikrein 5	91.94%	87.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.68%	90.08%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.94%	82.38%
CHEMBL226	P30542	Adenosine A1 receptor	90.07%	95.93%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.61%	93.03%
CHEMBL1902	P62942	FK506-binding protein 1A	88.75%	97.05%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.42%	99.18%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.00%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.96%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.96%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.59%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.34%	97.09%
CHEMBL2443	P49862	Kallikrein 7	84.33%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.80%	86.33%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.07%	92.67%
CHEMBL4616	Q92847	Ghrelin receptor	80.93%	92.00%
CHEMBL4208	P20618	Proteasome component C5	80.35%	90.00%

Plants that contains it

• Psammosilene tunicoides

Cross-Links

• PubChem: 70698186
• LOTUS: LTS0003559
• wikiData: Q27138550