Citrusin VI

Details

• Internal ID: a6df375c-49ec-4f04-99d2-2c5731ebce0e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,9S,12S,15S,24S,27S)-24-benzyl-9,12,15-tris(2-methylpropyl)-1,7,10,13,16,19,22,25-octazatricyclo[25.3.0.03,7]triacontane-2,8,11,14,17,20,23,26-octone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NC(C(=O)NCC(=O)NCC(=O)N1)CC4=CC=CC=C4)CC(C)C)CC(C)C
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N1)CC4=CC=CC=C4)CC(C)C)CC(C)C
• InChI: InChI=1S/C41H62N8O8/c1-24(2)18-28-37(53)45-29(19-25(3)4)38(54)47-31(20-26(5)6)40(56)49-17-11-15-33(49)41(57)48-16-10-14-32(48)39(55)46-30(21-27-12-8-7-9-13-27)36(52)43-22-34(50)42-23-35(51)44-28/h7-9,12-13,24-26,28-33H,10-11,14-23H2,1-6H3,(H,42,50)(H,43,52)(H,44,51)(H,45,53)(H,46,55)(H,47,54)/t28-,29-,30-,31-,32-,33-/m0/s1
• InChI Key: YXKOCURCFHLHSM-FSJACQRISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₂N₈O₈
• Molecular Weight: 795.00 g/mol
• Exact Mass: 794.46906097 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• AKOS040734908
• Cyclo(Gly-Gly-Leu-Leu-Leu-Pro-Pro-Phe-)
• 425408-72-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8995	89.95%
Caco-2	-	0.8607	86.07%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5478	54.78%
OATP2B1 inhibitior	-	0.5721	57.21%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6834	68.34%
P-glycoprotein inhibitior	+	0.7757	77.57%
P-glycoprotein substrate	+	0.8378	83.78%
CYP3A4 substrate	+	0.6211	62.11%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.7959	79.59%
CYP3A4 inhibition	-	0.9590	95.90%
CYP2C9 inhibition	-	0.8608	86.08%
CYP2C19 inhibition	-	0.7423	74.23%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.9530	95.30%
CYP2C8 inhibition	-	0.6192	61.92%
CYP inhibitory promiscuity	-	0.9669	96.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6763	67.63%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9142	91.42%
Skin irritation	-	0.7868	78.68%
Skin corrosion	-	0.9168	91.68%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3947	39.47%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5604	56.04%
skin sensitisation	-	0.9062	90.62%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4527	45.27%
Acute Oral Toxicity (c)	III	0.6744	67.44%
Estrogen receptor binding	+	0.7991	79.91%
Androgen receptor binding	+	0.6834	68.34%
Thyroid receptor binding	+	0.5267	52.67%
Glucocorticoid receptor binding	+	0.6003	60.03%
Aromatase binding	+	0.6115	61.15%
PPAR gamma	+	0.7397	73.97%
Honey bee toxicity	-	0.8584	85.84%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.6728	67.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.83%	98.95%
CHEMBL3524	P56524	Histone deacetylase 4	98.29%	92.97%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.57%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.56%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.43%	85.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.00%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	91.28%	97.05%
CHEMBL3202	P48147	Prolyl endopeptidase	91.17%	90.65%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.16%	82.38%
CHEMBL333	P08253	Matrix metalloproteinase-2	91.06%	96.31%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.00%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.78%	95.89%
CHEMBL4071	P08311	Cathepsin G	89.60%	94.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.38%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.07%	97.25%
CHEMBL228	P31645	Serotonin transporter	88.34%	95.51%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.28%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.11%	93.00%
CHEMBL4447	Q9Y337	Kallikrein 5	86.71%	87.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.72%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.49%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.19%	91.11%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.78%	91.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.58%	97.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.98%	99.18%
CHEMBL226	P30542	Adenosine A1 receptor	80.54%	95.93%

Plants that contains it

• Citrus × aurantium

Cross-Links

• PubChem: 11029140
• NPASS: NPC17993
• LOTUS: LTS0108738
• wikiData: Q105367751